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    Chemistry

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    Also known as: 90357-06-5, Casodex, Bicalutamide (cdx), Calutide, Ici 176334, Ici-176334
    Molecular Formula
    C18H14F4N2O4S
    Molecular Weight
    430.4  g/mol
    InChI Key
    LKJPYSCBVHEWIU-UHFFFAOYSA-N
    FDA UNII
    A0Z3NAU9DP
    Bicalutamide
    Bicalutamide is a synthetic, nonsteroidal antiandrogen. Bicalutamide competitively binds to cytosolic androgen receptors in target tissues, thereby inhibiting the receptor binding of androgens. This agent does not bind to most mutated forms of androgen receptors. (NCI04)
    Bicalutamide is an Androgen Receptor Inhibitor. The mechanism of action of bicalutamide is as an Androgen Receptor Antagonist.
    1 2D Structure

    Bicalutamide

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorophenyl)sulfonyl-2-hydroxy-2-methylpropanamide
    2.1.2 InChI
    InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)
    2.1.3 InChI Key
    LKJPYSCBVHEWIU-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(CS(=O)(=O)C1=CC=C(C=C1)F)(C(=O)NC2=CC(=C(C=C2)C#N)C(F)(F)F)O
    2.2 Other Identifiers
    2.2.1 UNII
    A0Z3NAU9DP
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4'-cyano-3-(4-fluorophenylsulfonyl)-2-hydroxy-2-methyl-3'-(trifluoromethyl)propionanilide

    2. Casodex

    3. Cosudex

    4. Ici 176334

    5. Ici-176334

    2.3.2 Depositor-Supplied Synonyms

    1. 90357-06-5

    2. Casodex

    3. Bicalutamide (cdx)

    4. Calutide

    5. Ici 176334

    6. Ici-176334

    7. N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methylpropanamide

    8. N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorophenyl)sulfonyl-2-hydroxy-2-methylpropanamide

    9. Ici 176,334

    10. Bicalutamide (casodex)

    11. Cosudex

    12. A0z3nau9dp

    13. Chembl409

    14. Nsc-759816

    15. N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide

    16. Ici176,334-1

    17. Propanamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methyl-

    18. Raffolutil

    19. Kalumid

    20. Smr000466329

    21. Casodex (tn)

    22. Sr-01000759410

    23. Unii-a0z3nau9dp

    24. Brn 5364666

    25. Bicalutamine

    26. Bicalutamide (jan/usp/inn)

    27. Propanamide,

    28. Ccris 8728

    29. Hsdb 7655

    30. Bicalutamide [usan:usp:inn:ban]

    31. Mfcd00869971

    32. (+-)-4'-cyano-alpha,alpha,alpha-trifluoro-3-((p-fluorophenyl)sulfonyl)-2-methyl-m-lactotoluidide

    33. Ks-1161

    34. Bicalutamide - Casodex

    35. Cpd000466329

    36. Bicalutamide [mi]

    37. Bicalutamide [inn]

    38. Bicalutamide [jan]

    39. Bicalutamide [hsdb]

    40. Bicalutamide [usan]

    41. Schembl3611

    42. Bicalutamide [vandf]

    43. Bicalutamide [mart.]

    44. (r)-(-)-bicalutamide-d4

    45. Mls000759437

    46. Mls001424047

    47. Propanamide, N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methyl-, (+-)-

    48. S-(+)-bicalutamide-[d4]

    49. Bicalutamide [usp-rs]

    50. Bicalutamide [who-dd]

    51. Gtpl2863

    52. Dtxsid2022678

    53. Bdbm18525

    54. Chebi:91617

    55. Ex-a962

    56. Chebi:144093

    57. Bcpp000337

    58. Bicalutamide [orange Book]

    59. Hms2051b13

    60. Hms2089n12

    61. Hms2232h03

    62. Hms3263m13

    63. Hms3372k05

    64. Hms3393b13

    65. Hms3654k18

    66. Hms3714p13

    67. Pharmakon1600-01504827

    68. Bicalutamide [ep Monograph]

    69. Bicalutamide [usp Impurity]

    70. Act06291

    71. Amy33430

    72. Bcp02110

    73. Bicalutamide [usp Monograph]

    74. Tox21_501026

    75. Nsc722665

    76. Nsc759816

    77. S1190

    78. Akos015895073

    79. Ac-4232

    80. Bcp9000408

    81. Ccg-100951

    82. Ccg-220876

    83. Ccg-222330

    84. Cs-1296

    85. Db01128

    86. Lp01026

    87. Nc00201

    88. Nsc 759816

    89. Nsc-722665

    90. Sb17301

    91. Sdccgsbi-0633779.p001

    92. N-(4-cyano-3-(trifluoromethyl)phenyl)

    93. Ncgc00167977-01

    94. Ncgc00167977-02

    95. Ncgc00167977-03

    96. Ncgc00167977-09

    97. Ncgc00167977-20

    98. Ncgc00261711-01

    99. Hy-14249

    100. Db-041165

    101. B3206

    102. Ft-0618286

    103. Ft-0631069

    104. Ft-0663100

    105. Sw197581-4

    106. Bicalutamide (cdx), >=98% (hplc), Powder

    107. C08160

    108. D00961

    109. Ab00639963-06

    110. Ab00639963-08

    111. Ab00639963-09

    112. Ab00639963_10

    113. 357b065

    114. A803039

    115. A843528

    116. Q1988832

    117. Sr-01000759410-4

    118. Sr-01000759410-5

    119. Brd-a29485665-001-03-7

    120. Bicalutamide, British Pharmacopoeia (bp) Reference Standard

    121. Bicalutamide, European Pharmacopoeia (ep) Reference Standard

    122. Bicalutamide, United States Pharmacopeia (usp) Reference Standard

    123. 4'-cyano-3-[(4- Fluorophenyl)sulfonyl]-2-hydroxy-2-methyl-3'-trifluoromethylpropionanilide

    124. 4'-cyano-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methyl-3'-trifluoromethylpropionanilide

    125. Bicalutamide For System Suitability, European Pharmacopoeia (ep) Reference Standard

    126. Bicalutamide, Pharmaceutical Secondary Standard; Certified Reference Material

    127. (+/-)-4'-cyano-.alpha.,.alpha.,.alpha.-trifluoro-3-((p-fluorophenyl)sulfonyl)-2-methyl-m-lactotoluidide

    128. N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methyl-n-phenylpropanamide

    129. N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-fluorophenylsulfonyl)-2-hydroxy-2-methylpropanamide

    130. N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorophenyl)sulfonyl-2-methyl-2-oxidanyl-propanamide

    131. N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorobenzene)sulfonyl]-2-hydroxy-2-methylpropanamide

    132. N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropionamide

    133. N-[4-cyano-3-trifluoromethyl-phenyl]-3-[4-fluorophenyl-sulfonyl]-2-hydroxy-2-methyl-propionamide

    134. Propanamide, N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methyl-, (+/-)-

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 430.4 g/mol
    Molecular Formula C18H14F4N2O4S
    XLogP32.3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count5
    Exact Mass430.06104075 g/mol
    Monoisotopic Mass430.06104075 g/mol
    Topological Polar Surface Area116 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity750
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameBicalutamide
    PubMed HealthBicalutamide (By mouth)
    Drug ClassesAntiandrogen
    Drug LabelBicalutamide tablets contain 50 mg of bicalutamide, a non-steroidal androgen receptor inhibitor with no other known endocrine activity. The chemical name is propanamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-m...
    Active IngredientBicalutamide
    Dosage FormTablet
    RouteOral
    Strength50mg
    Market StatusPrescription
    CompanyActavis Elizabeth; Fresenius Kabi Oncol; Teva; Accord Hlthcare; Zydus Pharms Usa; Sandoz; Mylan; Sun Pharma Global

    2 of 4  
    Drug NameCasodex
    PubMed HealthBicalutamide (By mouth)
    Drug ClassesAntiandrogen
    Drug LabelCASODEX (bicalutamide) Tablets contain 50 mg of bicalutamide, a non-steroidal androgen receptor inhibitor with no other known endocrine activity. The chemical name is propanamide, N [4 cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2...
    Active IngredientBicalutamide
    Dosage FormTablet
    Routeoral; Oral
    Strength50mg
    Market StatusPrescription
    CompanyAstrazeneca

    3 of 4  
    Drug NameBicalutamide
    PubMed HealthBicalutamide (By mouth)
    Drug ClassesAntiandrogen
    Drug LabelBicalutamide tablets contain 50 mg of bicalutamide, a non-steroidal androgen receptor inhibitor with no other known endocrine activity. The chemical name is propanamide, N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-m...
    Active IngredientBicalutamide
    Dosage FormTablet
    RouteOral
    Strength50mg
    Market StatusPrescription
    CompanyActavis Elizabeth; Fresenius Kabi Oncol; Teva; Accord Hlthcare; Zydus Pharms Usa; Sandoz; Mylan; Sun Pharma Global

    4 of 4  
    Drug NameCasodex
    PubMed HealthBicalutamide (By mouth)
    Drug ClassesAntiandrogen
    Drug LabelCASODEX (bicalutamide) Tablets contain 50 mg of bicalutamide, a non-steroidal androgen receptor inhibitor with no other known endocrine activity. The chemical name is propanamide, N [4 cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2...
    Active IngredientBicalutamide
    Dosage FormTablet
    Routeoral; Oral
    Strength50mg
    Market StatusPrescription
    CompanyAstrazeneca

    4.2 Therapeutic Uses

    Androgen Antagonists; Antineoplastic Agents

    National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)

    /Bicalutamide/ 50 mg daily is indicated for use in combination therapy with a luteinizing hormone-releasing hormone (LHRH) analogue for the treatment of Stage D2 metastatic carcinoma of the prostate. /Included in US product label/

    US Natl Inst Health; DailyMed. Current Medication Information for Casodex (Bicalutamide) (August 2007). Available from, as of November 12, 2008: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=4740

    /Bicalutamide/ 150 mg daily is not approved for use alone or with other treatments. /Included in US product label/

    US Natl Inst Health; DailyMed. Current Medication Information for Casodex (Bicalutamide) (August 2007). Available from, as of November 12, 2008: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=4740

    4.3 Drug Warning

    /Bicalutamide/ is contraindicated in any patient who has shown a hypersensitivity reaction to the drug or any of the tablet's components.

    US Natl Inst Health; DailyMed. Current Medication Information for Casodex (Bicalutamide) (August 2007). Available from, as of November 12, 2008: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=4740

    /Bicalutamide/ has no indication for women, and should not be used in this population, particularly for non-serious or non-life threatening conditions.

    US Natl Inst Health; DailyMed. Current Medication Information for Casodex (Bicalutamide) (August 2007). Available from, as of November 12, 2008: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=4740

    FDA Pregnancy Risk Category: X /CONTRAINDICATED IN PREGNANCY. Studies in animals and or humans, or investigational or post-marketing reports, have demonstrated positive evidence of fetal abnormalities or risk which clearly outweighs any possible benefit to the patient./

    US Natl Inst Health; DailyMed. Current Medication Information for Casodex (Bicalutamide) (August 2007). Available from, as of November 12, 2008: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=4740

    It is not known whether /bicalutamide/ drug is excreted in human milk. Because many drugs are excreted in human milk, caution should be exercised when /bicalutamide/ is administered to a nursing woman.

    US Natl Inst Health; DailyMed. Current Medication Information for Casodex (Bicalutamide) (August 2007). Available from, as of November 12, 2008: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=4740

    For more Drug Warnings (Complete) data for BICALUTAMIDE (10 total), please visit the HSDB record page.

    4.4 Drug Indication

    For treatment (together with surgery or LHRH analogue) of advanced prostatic cancer.

    FDA Label

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Bicalutamide is an antineoplastic hormonal agent primarily used in the treatment of prostate cancer. Bicalutamide is a pure, nonsteroidal anti-androgen with affinity for androgen receptors (but not for progestogen, estrogen, or glucocorticoid receptors). Consequently, Bicalutamide blocks the action of androgens of adrenal and testicular origin which stimulate the growth of normal and malignant prostatic tissue. Prostate cancer is mostly androgen-dependent and can be treated with surgical or chemical castration. To date, antiandrogen monotherapy has not consistently been shown to be equivalent to castration.

    5.2 MeSH Pharmacological Classification

    Androgen Antagonists

    Compounds which inhibit or antagonize the biosynthesis or actions of androgens. (See all compounds classified as Androgen Antagonists.)

    Antineoplastic Agents

    Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    BICALUTAMIDE
    5.3.2 FDA UNII
    A0Z3NAU9DP
    5.3.3 Pharmacological Classes
    Androgen Receptor Inhibitor [EPC]; Androgen Receptor Antagonists [MoA]
    5.4 ATC Code

    L02BB03

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    L - Antineoplastic and immunomodulating agents

    L02 - Endocrine therapy

    L02B - Hormone antagonists and related agents

    L02BB - Anti-androgens

    L02BB03 - Bicalutamide

    5.5 Absorption, Distribution and Excretion

    Absorption

    Bicalutamide is well-absorbed following oral administration, although the absolute bioavailability is unknown.

    Clearance

    Apparent oral cl=0.32 L/h [Normal Males]

    Bicalutamide is well-absorbed following oral administration, although the absolute bioavailability is unknown. Co-administration of bicalutamide with food has no clinically significant effect on rate or extent of absorption.

    US Natl Inst Health; DailyMed. Current Medication Information for Casodex (Bicalutamide) (August 2007). Available from, as of November 12, 2008: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=4740

    Bicalutamide is highly protein-bound (96%).

    US Natl Inst Health; DailyMed. Current Medication Information for Casodex (Bicalutamide) (August 2007). Available from, as of November 12, 2008: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=4740

    ... Bicalutamide metabolites are excreted almost equally in urine and feces with little or no unchanged drug excreted in urine; conversely, unchanged drug predominates in plasma. Bicalutamide in feces is thought to arise from hydrolysis of bicalutamide glucuronide and from unabsorbed drug. ...

    PMID:15509184 Cockshott ID; Clin Pharmacokinet 43 (13): 855-78 (2004)

    ... Healthy male volunteers (n = 15) were administered single oral doses of bicalutamide (50 mg) after food and after fasting as part of a three-treatment, three-period, randomized cross-over study, with a 9 week washout. After fasting, plasma concentrations of (R)-bicalutamide were much higher than those of (S)-bicalutamide; the mean (R)-enantiomer Cmax (734 ng mL-1) was about nine times higher than the (S)-enantiomer value (84 ng mL-1). The corresponding tmax values were 19 and 3 hr for (R)- and (S)-bicalutamide, respectively. Elimination of (R)-bicalutamide from plasma was monoexponential and slow (t1/2 = 5.8 d). Elimination of (S)-bicalutamide was biphasic in some volunteers but monophasic in others (terminal t1/2 =1.2 d; n = 11). There was no significant effect of food on AUC, tmax, or t1/2 data for either enantiomer. The observed slightly higher values of Cmax for (R)-bicalutamide (14%) and (S)-bicalutamide (19%), when dosing with food, achieved statistical significance. ...

    PMID:9312310 Cockshott ID et al; Biopharm Drug Dispos 18 (6): 499-507 (1997)

    For more Absorption, Distribution and Excretion (Complete) data for BICALUTAMIDE (9 total), please visit the HSDB record page.

    5.6 Metabolism/Metabolites

    Bicalutamide undergoes stereo specific metabolism. The S (inactive) isomer is metabolized primarily by glucuronidation. The R (active) isomer also undergoes glucuronidation but is predominantly oxidized to an inactive metabolite followed by glucuronidation.

    Bicalutamide undergoes stereospecific metabolism. The S (inactive) isomer is metabolized primarily by glucuronidation. The R (active) isomer also undergoes glucuronidation but is predominantly oxidized to an inactive metabolite followed by glucuronidation. Both the parent and metabolite glucuronides are eliminated in the urine and feces. The S-enantiomer is rapidly cleared relative to the R-enantiomer, with the R-enantiomer accounting for about 99% of total steady-state plasma levels.

    US Natl Inst Health; DailyMed. Current Medication Information for Casodex (Bicalutamide) (August 2007). Available from, as of November 12, 2008: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=4740

    5.7 Biological Half-Life

    5.9 days

    ... Elimination of (S)-bicalutamide was biphasic in some volunteers but monophasic in others (terminal t1/2 =1.2 d; n = 11). ...

    PMID:9312310 Cockshott ID et al; Biopharm Drug Dispos 18 (6): 499-507 (1997)

    /The/ apparent plasma elimination half-life observed following repeated administration was 8.4 +/- 1.1 days.

    PMID:8712091 Kotake T et al; Hinyokika Kiyo 42 (2): 143-53 (1996)

    5.8 Mechanism of Action

    Bicalutamide competes with androgen for the binding of androgen receptors, consequently blocking the action of androgens of adrenal and testicular origin which stimulate the growth of normal and malignant prostatic tissue.

    Bicalutamide is a nonsteroidal antiandrogen that is structurally and pharmacologically related to flutamide and nilutamide. Bicalutamide inhibits the action of androgens by competitively blocking nuclear androgen receptors in target tissues such as the prostate, seminal vesicles, and adrenal cortex; blockade of androgen receptors in the hormone-sensitive tumor cells may result in growth arrest or transient tumor regression through inhibition of androgen-dependent DNA and protein synthesis. Bicalutamide is a selective antiandrogen with no androgenic or progestational activity in various animal models. The relative binding affinity of bicalutamide at the androgen receptor is more than that of nilutamide and approximately 4 times that of hydroxyflutamide, the active metabolite of flutamide.

    McEvoy, G.K. (ed.). American Hospital Formulary Service. AHFS Drug Information. American Society of Health-System Pharmacists, Bethesda, MD. 2007., p. 944

    Common pharmacologic therapies for prostate cancer (ie, gonadotropin-releasing hormone [GnRH] analogs, nonsteroidal antiandrogens) when used as monotherapy initially result in increased serum testosterone concentrations, which may limit the effects of the drugs. Androgen receptors in the hypothalamus are blocked by bicalutamide, which disrupts the inhibitory feedback of testosterone on luteinizing hormone (LH) release, resulting in a temporary increase in secretion of LH; the increase in LH stimulates an increase in the production of testosterone. As GnRH analogs have potent GnRH agonist properties, testicular steroidogenesis continues during the first few weeks after initiating therapy. However, the combination of orchiectomy or GnRH analog therapy to suppress testicular androgen production and an antiandrogen to block response of remaining adrenal androgens provides maximal androgen blockade. Concomitant administration of antiandrogens such as bicalutamide in patients initiating therapy with a GnRH analog can inhibit initial androgenic stimulation and potential exacerbation of symptoms (e.g., bone pain, urinary obstruction, liver pain, impending spinal cord compression) that may occur during the first month of GnRH analog therapy.

    McEvoy, G.K. (ed.). American Hospital Formulary Service. AHFS Drug Information. American Society of Health-System Pharmacists, Bethesda, MD. 2007., p. 944

    Bicalutamide was developed from a series of nonsteroidal compounds related to flutamide that showed a range of pharmacologic activity from full androgen agonist to pure antiandrogen, including progestational and antiprogestational properties. Bicalutamide is a pure antiandrogen that binds to rat, dog, and human prostate; the affinity compared with the natural ligand 5 alpha-dihydrotestosterone is low, but bicalutamide has an affinity for the rat androgen receptor approximately four times higher than hydroxyflutamide, the active metabolite of flutamide. Bicalutamide also binds to androgen receptors found in the LNCaP human prostate tumor and the Shionogi S115 mouse mammary tumor cell line, as well as androgen receptors transfected into CV-1 and HeLa cells. In all cases, bicalutamide behaves as a pure antiandrogen and inhibits gene expression and cell growth stimulated by androgen. Studies with the LNCaP cell line are particularly interesting, as these cells contain a mutated androgen receptor (codon 868, Thr-->Ala), which behaves idiosyncratically with other antiandrogens (cyproterone acetate and flutamide): both these antiandrogens act as agonists in this cell line and stimulate proliferation. Studies in vivo show that bicalutamide is a potent antiandrogen in the rat. In immature, castrated male rats treated daily with testosterone propionate, bicalutamide produces a profound inhibition of accessory sex organ (ventral prostate and seminal vesicles) growth at oral doses as low as 0.25 mg/kg; it is more active in this test than flutamide or cyproterone acetate. In mature male rats, daily oral doses of bicalutamide produce a dose-related reduction in weights of the ventral prostate glands and seminal vesicles: in this test, bicalutamide is around five times as potent as flutamide. In contrast to flutamide, which produces dose-related, marked increases in serum luteinizing hormone (LH) and testosterone as a consequence of the central inhibition of the negative feedback effects of androgens on the hypothalamic-pituitary-tests axis, bicalutamide has little effect on serum LH and testosterone; i.e., it is peripherally selective. The peripheral selectivity of bicalutamide in the rat is not due to differences between the prostate versus hypothalamic or pituitary receptors, as bicalutamide reverses the suppressive effect of testosterone on luteinizing hormone-releasing hormone (LHRH) secretion from hypothalamic slices in vitro and is as effective as flutamide at sensitizing the pituitary gland to secrete LH in response to administered LHRH. The peripheral selectivity of bicalutamide has now been shown to be due to poor penetration across the blood-brain barrier: tissue distribution studies with [3H]bicalutamide show that although it is concentrated in the organs of metabolism and secretion as well as in the prostate, the pituitary glands, and the seminal vesicles, levels in the hypothalamus and the central nervous system (CNS) are much lower than in blood. Indeed, it is probable that levels found in the CNS reflect levels of blood contamination. In dogs, bicalutamide has exquisite potency and causes dose-related atrophy of the prostate gland and epididymides; with an oral ED50 of 0.1 mg/kg, it is around 50 times as potent as flutamide in this species and also more potent than the steroidal antiandrogen WIN49596 and the 5 alpha-reductase inhibitor MK-906. Even at substantial multiples of the active dose (up to 100 mg/kg orally), bicalutamide failed to increase serum testosterone, so it is also peripherally selective in the dog.

    PMID:8560673 Furr B, Tucker H; Urology 47(1A Suppl):13-25; discussion 29-32 (1996)

    Although widely accepted as an androgen receptor antagonist, the mechanism by which it induces apoptosis remains unclear. Defining exact pathways by which bicalutamide induces its apoptotic effects would help to advance its clinical applications. /Investigators/ aimed to examine the apoptotic effects of bicalutamide at 24 hr and comment on the role of the caspases and calpains in mediating bicalutamide-induced apoptosis in androgen-dependent and androgen-independent cells. PWR-1E, PC-3 and DU-145 cells were treated with bicalutamide and assessed for apoptosis by flow cytometry at 24 hr. DU-145 cells were used to compare differences between two different metastatic receptor-negative cells and to verify apoptotic induction at 48 hr. To delineate a specific pathway of action for bicalutamide, PC-3 and PWR-1E cells were pretreated with specific inhibitors of caspase-dependent (zVAD-FMK) and caspase-independent pathways (calpain 2 inhibitor). Bicalutamide induced apoptosis in androgen-dependent PWR-1E cells via a caspase-dependent and calpain-independent mechanism. In androgen-independent PC-3 cells, bicalutamide also induced apoptosis by mechanisms that were partially inhibited by pan-caspase inhibition but were partially calpain dependent. Understanding into how bicalutamide exerts its effects in androgen-independent cells will yield further insights into the treatment of hormone-refractory disease.

    PMID:18475288 Floyd MS Jr et al; Prostate Cancer Prostatic Dis 12 (1): 25-33 (2008)

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D6 & D8, SY.NO. 234\/2,234\/3, ,235\/2 & 542\/2, IKP KNOWLEDGE PARK,"},{"dataSource":"API Import","activeIngredients":"","year":"2021","qtr":"Q4","strtotime":1636741800,"product":"BICALUTAMIDE (QTY: 1X1 GMS,PRICE : USD 157.57)(FOC)","address":"P.NO. D6 & D8, SY.NO. 234\/2,234\/3, ,235\/2 & 542\/2, IKP KNOWLEDGE PARK,","city":"TURKAPALLY-V SHAMIRPET HYDERABAD,TE","supplier":"THE U.S. PHARMACOPEIAL ","supplierCountry":"INDIA","foreign_port":"NA","customer":"UNITED STATES PHARMACOPEIA - INDIA PRIVATE LIMITED","customerCountry":"INDIA","quantity":"0.00","actualQuantity":"0.001","unit":"KGS","unitRateFc":"157570","totalValueFC":"166","currency":"USD","unitRateINR":"12365090","date":"13-Nov-2021","totalValueINR":"12365.09","totalValueInUsd":"166","indian_port":"HYDERABAD AIR","hs_no":"29309099","bill_no":"6233778","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"P.NO. D6 & D8, SY.NO. 234\/2,234\/3, ,235\/2 & 542\/2, IKP KNOWLEDGE PARK,"}]
    19-Jan-2021
    15-Apr-2025
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    ABOUT THIS PAGE

    Looking for 90357-06-5 / Bicalutamide API manufacturers, exporters & distributors?

    Bicalutamide manufacturers, exporters & distributors 1

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    PharmaCompass offers a list of Bicalutamide API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Bicalutamide manufacturer or Bicalutamide supplier for your needs.

    Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Bicalutamide manufacturer or Bicalutamide supplier.

    PharmaCompass also assists you with knowing the Bicalutamide API Price utilized in the formulation of products. Bicalutamide API Price is not always fixed or binding as the Bicalutamide Price is obtained through a variety of data sources. The Bicalutamide Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

    API | Excipient name

    Bicalutamide

    Synonyms

    90357-06-5, Casodex, Bicalutamide (cdx), Calutide, Ici 176334, Ici-176334

    Cas Number

    90357-06-5

    Unique Ingredient Identifier (UNII)

    A0Z3NAU9DP

    About Bicalutamide

    Bicalutamide is a synthetic, nonsteroidal antiandrogen. Bicalutamide competitively binds to cytosolic androgen receptors in target tissues, thereby inhibiting the receptor binding of androgens. This agent does not bind to most mutated forms of androgen receptors. (NCI04)

    Bicalutamide Manufacturers

    A Bicalutamide manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Bicalutamide, including repackagers and relabelers. The FDA regulates Bicalutamide manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Bicalutamide API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

    click here to find a list of Bicalutamide manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Bicalutamide Suppliers

    A Bicalutamide supplier is an individual or a company that provides Bicalutamide active pharmaceutical ingredient (API) or Bicalutamide finished formulations upon request. The Bicalutamide suppliers may include Bicalutamide API manufacturers, exporters, distributors and traders.

    click here to find a list of Bicalutamide suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

    Bicalutamide USDMF

    A Bicalutamide DMF (Drug Master File) is a document detailing the whole manufacturing process of Bicalutamide active pharmaceutical ingredient (API) in detail. Different forms of Bicalutamide DMFs exist exist since differing nations have different regulations, such as Bicalutamide USDMF, ASMF (EDMF), JDMF, CDMF, etc.

    A Bicalutamide DMF submitted to regulatory agencies in the US is known as a USDMF. Bicalutamide USDMF includes data on Bicalutamide's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Bicalutamide USDMF is kept confidential to protect the manufacturer’s intellectual property.

    click here to find a list of Bicalutamide suppliers with USDMF on PharmaCompass.

    Bicalutamide JDMF

    The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

    The Bicalutamide Drug Master File in Japan (Bicalutamide JDMF) empowers Bicalutamide API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

    PMDA reviews the Bicalutamide JDMF during the approval evaluation for pharmaceutical products. At the time of Bicalutamide JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

    click here to find a list of Bicalutamide suppliers with JDMF on PharmaCompass.

    Bicalutamide KDMF

    In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

    Pharmaceutical companies submit a Bicalutamide Drug Master File in Korea (Bicalutamide KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Bicalutamide. The MFDS reviews the Bicalutamide KDMF as part of the drug registration process and uses the information provided in the Bicalutamide KDMF to evaluate the safety and efficacy of the drug.

    After submitting a Bicalutamide KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Bicalutamide API can apply through the Korea Drug Master File (KDMF).

    click here to find a list of Bicalutamide suppliers with KDMF on PharmaCompass.

    Bicalutamide CEP

    A Bicalutamide CEP of the European Pharmacopoeia monograph is often referred to as a Bicalutamide Certificate of Suitability (COS). The purpose of a Bicalutamide CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Bicalutamide EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Bicalutamide to their clients by showing that a Bicalutamide CEP has been issued for it. The manufacturer submits a Bicalutamide CEP (COS) as part of the market authorization procedure, and it takes on the role of a Bicalutamide CEP holder for the record. Additionally, the data presented in the Bicalutamide CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Bicalutamide DMF.

    A Bicalutamide CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Bicalutamide CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

    click here to find a list of Bicalutamide suppliers with CEP (COS) on PharmaCompass.

    Bicalutamide WC

    A Bicalutamide written confirmation (Bicalutamide WC) is an official document issued by a regulatory agency to a Bicalutamide manufacturer, verifying that the manufacturing facility of a Bicalutamide active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Bicalutamide APIs or Bicalutamide finished pharmaceutical products to another nation, regulatory agencies frequently require a Bicalutamide WC (written confirmation) as part of the regulatory process.

    click here to find a list of Bicalutamide suppliers with Written Confirmation (WC) on PharmaCompass.

    Bicalutamide NDC

    National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Bicalutamide as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Bicalutamide API and other APIs are published in this directory by the FDA.

    Unfinished drugs

    The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

    Pharmaceutical companies that manufacture Bicalutamide as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

    Compounded drug products

    The NDC directory also contains data on finished compounded human drug products that contain Bicalutamide and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Bicalutamide NDC to their finished compounded human drug products, they may choose to do so.

    click here to find a list of Bicalutamide suppliers with NDC on PharmaCompass.

    Bicalutamide GMP

    Bicalutamide Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

    GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

    PharmaCompass offers a list of Bicalutamide GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Bicalutamide GMP manufacturer or Bicalutamide GMP API supplier for your needs.

    Bicalutamide CoA

    A Bicalutamide CoA (Certificate of Analysis) is a formal document that attests to Bicalutamide's compliance with Bicalutamide specifications and serves as a tool for batch-level quality control.

    Bicalutamide CoA mostly includes findings from lab analyses of a specific batch. For each Bicalutamide CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

    Bicalutamide may be tested according to a variety of international standards, such as European Pharmacopoeia (Bicalutamide EP), Bicalutamide JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Bicalutamide USP).

    Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
    For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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