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Chemistry

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Also known as: 94497-51-5, Am 80, 4-((5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbamoyl)benzoic acid, Am-80, Retinobenzoic acid, Am80
Molecular Formula
C22H25NO3
Molecular Weight
351.4  g/mol
InChI Key
MUTNCGKQJGXKEM-UHFFFAOYSA-N
FDA UNII
08V52GZ3H9

Tamibarotene
Tamibarotene is an orally active, synthetic retinoid, developed to overcome all-trans retinoic acid (ATRA) resistance, with potential antineoplastic activity. As a specific retinoic acid receptor (RAR) alpha/beta agonist, tamibarotene is approximately ten times more potent than ATRA in inducing cell differentiation and apoptosis in HL-60 (human promyelocytic leukemia) cell lines in vitro. Due to a lower affinity for cellular retinoic acid binding protein (CRABP), tamibarotene may show sustained plasma levels compared to ATRA. In addition, this agent may exhibit a lower toxicity profile than ATRA, in part, due to the lack of affinity for the RAR-gamma receptor, the major retinoic acid receptor in the dermal epithelium.
1 2D Structure

Tamibarotene

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)carbamoyl]benzoic acid
2.1.2 InChI
InChI=1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-16(9-10-17(18)21)23-19(24)14-5-7-15(8-6-14)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26)
2.1.3 InChI Key
MUTNCGKQJGXKEM-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1(CCC(C2=C1C=CC(=C2)NC(=O)C3=CC=C(C=C3)C(=O)O)(C)C)C
2.2 Other Identifiers
2.2.1 UNII
08V52GZ3H9
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-((5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carbamoyl)benzoic Acid

2. Am 80

3. Am-80

4. Am80

2.3.2 Depositor-Supplied Synonyms

1. 94497-51-5

2. Am 80

3. 4-((5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbamoyl)benzoic Acid

4. Am-80

5. Retinobenzoic Acid

6. Am80

7. Amnoid

8. Amnolake

9. Tamibaro

10. 4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalen-2-yl)carbamoyl]benzoic Acid

11. Tos-80t

12. Inno-507

13. 4-[(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbamoyl]benzoic Acid

14. Tm-411

15. Nsc 608000

16. Nsc-608000

17. Sy-1425

18. 4-((5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carbamoyl)benzoic Acid

19. Chembl25202

20. Chebi:32181

21. 08v52gz3h9

22. Op-01

23. Nsc608000

24. Rr-110

25. Benzoic Acid, 4-(((5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)amino)carbonyl)-

26. Ncgc00181111-01

27. Dsstox_cid_26853

28. Dsstox_rid_81962

29. Dsstox_gsid_46853

30. 4-[[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)amino]carbonyl]benzoic Acid

31. Smr002530320

32. Cas-94497-51-5

33. Tamibarotene [inn]

34. Amnoleuk

35. Unii-08v52gz3h9

36. 2cbr

37. 4-(((5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)amino)carbonyl)benzoic Acid

38. A80

39. Amnoid (tn)

40. Mfcd00866188

41. Tamibarotene(am-80)

42. Tetrahydrofurfurylacrylate

43. And Op-01

44. Tamibarotene (jan/inn)

45. Tamibarotene [mi]

46. Tamibarotene [jan]

47. Tamibarotene [usan:inn]

48. Tamibarotene [usan]

49. Schembl36207

50. Tamibarotene [mart.]

51. Mls003899239

52. Mls004774034

53. Mls006011150

54. Tamibarotene [who-dd]

55. Gtpl2648

56. Tos-80

57. Dtxsid5046853

58. Tamibarotene, >=98% (hplc)

59. 4-[(1,1,4,4-tetramethyltetralin-6-yl)carbamoyl]benzoic Acid

60. Hms3652h04

61. Hms3743c03

62. Zinc538415

63. Bcp07492

64. Oms-0728

65. Who 7349

66. Tox21_112725

67. Bdbm50061625

68. S4260

69. Akos015902693

70. N-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)terephthalamic Acid

71. Tox21_112725_1

72. Ac-7049

73. Ccg-268044

74. Cs-0654

75. Db04942

76. Ncgc00181111-02

77. 121ge003

78. As-14083

79. Hy-14652

80. Nci60_004716

81. Am20060757

82. Ft-0601534

83. Sw219913-1

84. Z-208

85. D01418

86. 497t515

87. A844987

88. Q7681221

89. 4-(((5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthalenyl)amino)carbonyl)benzoic Acid

90. 4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylcarbamoyl)benzoic Acid

91. 4-[[(5,6,7,8-tetrahydro-5,5,8,8-tet Ramethyl-2-naphthalenyl)amino]carbonyl]benzoic Acid

92. Terephthalic Acid Mono-5,5,8,8-tetramethyl- 5,6,7, 8-tetrahydro-2-naphthylamide

93. Terephthalic Acid Mono-5,8,8-tetramethyl- 5,6,7,8-tetrahydro-2-naphthylamide

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 351.4 g/mol
Molecular Formula C22H25NO3
XLogP35.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass351.18344366 g/mol
Monoisotopic Mass351.18344366 g/mol
Topological Polar Surface Area66.4 Ų
Heavy Atom Count26
Formal Charge0
Complexity546
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in leukemia (unspecified).


5 Pharmacology and Biochemistry
5.1 Pharmacology

Tamibarotene is a new synthetic retinoid drug recently approved for relapsed or refractory acute promyelocytic leukemia (APL) in Japan. It is a specific agonist for retinoic acid receptor alpha/beta. Compared to all-trans retinoic acid (ATRA), a natural retinoid indicated for a first-line treatment of APL, tamibarotene is chemically more stable and several times more potent as an inducer of differentiation in promyelocytic leukemia cells. In contrast to ATRA, whose plasma concentration declines considerably during daily administration, tamibarotene sustains plasma level probably due to a lower affinity for cellular retinoic acid binding protein. Furthermore, adverse side effects were milder than those of ATRA in clinical trials.


5.2 Mechanism of Action

Tamibarotene is a specific agonist for retinoic acid receptor alpha/beta with possible binding to retinoid X receptors (RXR).


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Looking for 94497-51-5 / Tamibarotene API manufacturers, exporters & distributors?

Tamibarotene manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Tamibarotene 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 Tamibarotene manufacturer or Tamibarotene supplier for your needs.

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

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

API | Excipient name

Tamibarotene

Synonyms

94497-51-5, Am 80, 4-((5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbamoyl)benzoic acid, Am-80, Retinobenzoic acid, Am80

Cas Number

94497-51-5

Unique Ingredient Identifier (UNII)

08V52GZ3H9

About Tamibarotene

Tamibarotene is an orally active, synthetic retinoid, developed to overcome all-trans retinoic acid (ATRA) resistance, with potential antineoplastic activity. As a specific retinoic acid receptor (RAR) alpha/beta agonist, tamibarotene is approximately ten times more potent than ATRA in inducing cell differentiation and apoptosis in HL-60 (human promyelocytic leukemia) cell lines in vitro. Due to a lower affinity for cellular retinoic acid binding protein (CRABP), tamibarotene may show sustained plasma levels compared to ATRA. In addition, this agent may exhibit a lower toxicity profile than ATRA, in part, due to the lack of affinity for the RAR-gamma receptor, the major retinoic acid receptor in the dermal epithelium.

08V52GZ3H9 Manufacturers

A 08V52GZ3H9 manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of 08V52GZ3H9, including repackagers and relabelers. The FDA regulates 08V52GZ3H9 manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. 08V52GZ3H9 API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

08V52GZ3H9 Suppliers

A 08V52GZ3H9 supplier is an individual or a company that provides 08V52GZ3H9 active pharmaceutical ingredient (API) or 08V52GZ3H9 finished formulations upon request. The 08V52GZ3H9 suppliers may include 08V52GZ3H9 API manufacturers, exporters, distributors and traders.

click here to find a list of 08V52GZ3H9 suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

08V52GZ3H9 USDMF

A 08V52GZ3H9 DMF (Drug Master File) is a document detailing the whole manufacturing process of 08V52GZ3H9 active pharmaceutical ingredient (API) in detail. Different forms of 08V52GZ3H9 DMFs exist exist since differing nations have different regulations, such as 08V52GZ3H9 USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A 08V52GZ3H9 DMF submitted to regulatory agencies in the US is known as a USDMF. 08V52GZ3H9 USDMF includes data on 08V52GZ3H9's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The 08V52GZ3H9 USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of 08V52GZ3H9 suppliers with USDMF on PharmaCompass.

08V52GZ3H9 GMP

08V52GZ3H9 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 08V52GZ3H9 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 08V52GZ3H9 GMP manufacturer or 08V52GZ3H9 GMP API supplier for your needs.

08V52GZ3H9 CoA

A 08V52GZ3H9 CoA (Certificate of Analysis) is a formal document that attests to 08V52GZ3H9's compliance with 08V52GZ3H9 specifications and serves as a tool for batch-level quality control.

08V52GZ3H9 CoA mostly includes findings from lab analyses of a specific batch. For each 08V52GZ3H9 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.

08V52GZ3H9 may be tested according to a variety of international standards, such as European Pharmacopoeia (08V52GZ3H9 EP), 08V52GZ3H9 JP (Japanese Pharmacopeia) and the US Pharmacopoeia (08V52GZ3H9 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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