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    Technical details about Farganesse, learn more about the structure, uses, toxicity, action, side effects and more

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    Farganesse

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    2D Structure
    1. Also known as: 58-33-3, Promethazine hcl, Phenergan, N,n-dimethyl-1-(10h-phenothiazin-10-yl)propan-2-amine hydrochloride, Fenergan, Remsed
    Molecular Formula
    C17H21ClN2S
    Molecular Weight
    320.9  g/mol
    InChI Key
    XXPDBLUZJRXNNZ-UHFFFAOYSA-N
    FDA UNII
    R61ZEH7I1I
    A phenothiazine derivative with histamine H1-blocking, antimuscarinic, and sedative properties. It is used as an antiallergic, in pruritus, for motion sickness and sedation, and also in animals.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N,N-dimethyl-1-phenothiazin-10-ylpropan-2-amine;hydrochloride
    2.1.2 InChI
    InChI=1S/C17H20N2S.ClH/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19;/h4-11,13H,12H2,1-3H3;1H
    2.1.3 InChI Key
    XXPDBLUZJRXNNZ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(CN1C2=CC=CC=C2SC3=CC=CC=C31)N(C)C.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    R61ZEH7I1I
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Atosil

    2. Diphergan

    3. Diprazin

    4. Hydrochloride, Promethazine

    5. Isopromethazine

    6. Phenargan

    7. Phenergan

    8. Phensedyl

    9. Pipolfen

    10. Pipolphen

    11. Proazamine

    12. Promet

    13. Prometazin

    14. Promethazine

    15. Prothazin

    16. Pyrethia

    17. Remsed

    18. Rumergan

    2.3.2 Depositor-Supplied Synonyms

    1. 58-33-3

    2. Promethazine Hcl

    3. Phenergan

    4. N,n-dimethyl-1-(10h-phenothiazin-10-yl)propan-2-amine Hydrochloride

    5. Fenergan

    6. Remsed

    7. Promethazine (hydrochloride)

    8. Diprasine

    9. Diprazin

    10. Fellozine

    11. Pipolfen

    12. Pipolphen

    13. Ganphen

    14. Plletia

    15. Prometh Fortis

    16. Prometh Plain

    17. Promethazine.hcl

    18. Mymethazine Fortis

    19. Anergan 25

    20. Promethacon

    21. Promethegan

    22. Romergan

    23. Promethazine Chloride

    24. Promethiazin

    25. Zipan-25

    26. V Gan

    27. Lergigan

    28. Pyrethia

    29. Zipan-50

    30. Promethazine Monohydrochloride

    31. Hl 8700

    32. N-(2-dimethylaminopropyl-1)phenothiazine Hydrochloride

    33. 10-[2-(dimethylamino)propyl]phenothiazine Hydrochloride

    34. N,n-dimethyl-1-phenothiazin-10-ylpropan-2-amine;hydrochloride

    35. N-(2'-dimethylamino-2'-methyl)ethylphenothiazine Hydrochloride

    36. R61zeh7i1i

    37. 10-(3-dimethylaminoisopropyl)phenothiazine Hydrochloride

    38. 3277 R.p.

    39. Mls000069398

    40. 10-(2-dimethylamino-1-propyl)phenothiazine Hydrochloride

    41. Chebi:8462

    42. Farganesse

    43. Avomine

    44. Nsc-231688

    45. 58-33-3 (hcl)

    46. Allerfen

    47. Duplamin

    48. Frinova

    49. Goodnight

    50. Hibechin

    51. Histantil

    52. Kinetosin

    53. Phenadoz

    54. Phencen

    55. Primine

    56. Promantine

    57. Promine

    58. Proneurin

    59. Smr000058379

    60. Soporil

    61. Bonnox

    62. Closin

    63. Dorme

    64. Prome

    65. (+-)-10-(2-(dimethylamino)propyl)phenothiazine Monohydrochloride

    66. Eusedon Mono

    67. Phenergan Fortis

    68. Dsstox_cid_1192

    69. Pms Promethazine

    70. Promethazine Plain

    71. Dsstox_rid_76002

    72. Dsstox_gsid_21192

    73. 1435933-86-0

    74. Anergan 50

    75. Promethazine Hydrochloride 100 Microg/ml In Acetonitrile

    76. Phenergan Plain

    77. Promethiazin [german]

    78. Ccris 5873

    79. Phenergan Hydrochloride

    80. Promethazine Hydrochloride [jan]

    81. Promethazinehydrochloride

    82. Einecs 200-375-2

    83. Mfcd00012652

    84. Unii-r61zeh7i1i

    85. Nsc 231688

    86. Genphen

    87. Sr-01000002993

    88. Phanergan D

    89. Phenergan (tn)

    90. Promethegan (tn)

    91. 10-(2-dimethylaminopropyl)phenothiazine Hydrochloride

    92. Component Of Mepergan

    93. Promethazine Hydrochloride [usp:jan]

    94. Promethazine-d3 Hcl

    95. 10-(2-(dimethylamino)propyl)phenothiazine Monohydrochloride

    96. Cpd000058379

    97. Phenothiazine, 10-(2-(dimethylamino)-propyl)-, Hydrochloride

    98. Pronase [jan]

    99. Promethazine Hydrochlorine

    100. Cas-58-33-3

    101. Opera_id_1745

    102. 10h-phenothiazine-10-ethanamine, N,n,alpha-trimethyl-, Monohydrochloride

    103. Diprazinum [who-ip]

    104. Schembl41904

    105. Mls001074184

    106. Mls002548850

    107. Spectrum1500510

    108. Chembl1200750

    109. Dtxsid3021192

    110. Promethazine Hydrochloride Solution

    111. Hms1570b18

    112. Hms1920l16

    113. Pharmakon1600-01500510

    114. Hy-b0781

    115. N,n-dimethyl-1-phenothiazin-10-yl-propan-2-amine Hydrochloride

    116. Phenothiazine, 10-(2-(dimethylamino)propyl)-, Monohydrochloride

    117. Promethazine For Peak Identification

    118. Tox21_202264

    119. Tox21_302878

    120. Tox21_500899

    121. Nsc231688

    122. Nsc757301

    123. S4293

    124. 10h-phenothiazine-10-ethanamine, N,n,.alpha.-trimethyl-, Monohydrochloride

    125. Akos016339657

    126. Ccg-207895

    127. Cs-3543

    128. Ks-1385

    129. Lp00899

    130. Nc00471

    131. Nsc-757301

    132. Promethazine Hydrochloride (jp17/usp)

    133. Promethazine Hydrochloride [mi]

    134. Rp-3389

    135. 10h-phenothiazine-10-ethanamine, N,n,alpha-trimethyl-, Monohydrochloride, (+-)-

    136. Ncgc00089735-04

    137. Ncgc00094215-01

    138. Ncgc00094215-02

    139. Ncgc00094215-03

    140. Ncgc00094215-04

    141. Ncgc00094215-05

    142. Ncgc00256588-01

    143. Ncgc00259813-01

    144. Ncgc00261584-01

    145. Ac-12482

    146. Bp166198

    147. Promethazine Hydrochloride [mart.]

    148. Promethazine Hydrochloride [vandf]

    149. Promethazine Hydrochloride [usp-rs]

    150. Promethazine Hydrochloride [who-dd]

    151. Promethazine Hydrochloride [who-ip]

    152. Db-053186

    153. Eu-0100899

    154. P2029

    155. Sw197234-3

    156. D00480

    157. D92182

    158. P 4651

    159. Promethazine Hydrochloride [orange Book]

    160. Promethazine Hydrochloride [ep Monograph]

    161. Promethazine Hydrochloride [usp Impurity]

    162. Wln: T C666 Bn Isj B1y1&n1&1 &gh

    163. A831833

    164. Promethazine Hydrochloride [usp Monograph]

    165. Promethazini Hydrochloridum [who-ip Latin]

    166. Mepergan Component Promethazine Hydrochloride

    167. Sr-01000002993-2

    168. Sr-01000002993-7

    169. W-105399

    170. Promethazine Hydrochloride Component Of Mepergan

    171. Q27108086

    172. F0138-3355

    173. Phenergan Vc Component Promethazine Hydrochloride

    174. Pherazine Dm Component Promethazine Hydrochloride

    175. Pherazine Vc Component Promethazine Hydrochloride

    176. Z1259273234

    177. ((c)i)-promethazine-d4 Hcl (phenothiazine-1,3,7,9-d4)

    178. Promethazine Dm Component Promethazine Hydrochloride

    179. Promethazine Hydrochloride Component Of Phenergan Vc

    180. Promethazine Hydrochloride Component Of Pherazine Dm

    181. Promethazine Hydrochloride Component Of Pherazine Vc

    182. Promethazine Vc Component Promethazine Hydrochloride

    183. N,n-dimethyl-1-(10-phenothiazinyl)-2-propanamine Hydrochloride

    184. N-(2'-dimethylamino-2'-methylaethyl)-phenothiazin Hydrochlorid

    185. N-(2'-dimethylamino-2-methylethyl)phenothiazine Hydrochloride

    186. Promethazine Hydrochloride Component Of Promethazine Dm

    187. Promethazine Hydrochloride Component Of Promethazine Vc

    188. Promethazine Hydrochloride, Vetranal(tm), Analytical Standard

    189. N,n-dimethyl-1-phenothiazin-10-ylpropan-2-amine;hydron;chloride

    190. (+/-)-10-(2-(dimethylamino)propyl)phenothiazine Monohydrochloride

    191. 10h-phenothiazine-10-ethanamine,n,.alpha.-trimethyl-, Monohydrochloride

    192. Dimethyl[1-(10h-phenothiazin-10-yl)propan-2-yl]amine Hydrochloride

    193. N,n-dimethyl-1-(10h-phenothiazin-10-yl)-2-propanamine Hydrochloride

    194. Promethazine Hydrochloride 1.0 Mg/ml In Dimethyl Sulfoxide (as Free Base)

    195. Promethazine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    196. Promethazine Hydrochloride, Vial Of 25 Mg, Certified Reference Material

    197. 10h-phenothiazine-10-ethanamine, N,n,.alpha.-trimethyl-, Monohydrochloride, (+/-)-

    198. 10h-phenothiazine-10-ethanamine, N,n,alpha-trimethyl-, Hydrochloride (1:1)

    199. Promethazine For Peak Identification, European Pharmacopoeia (ep) Reference Standard

    200. Promethazine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    201. Promethazine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 320.9 g/mol
    Molecular Formula C17H21ClN2S
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass320.1113975 g/mol
    Monoisotopic Mass320.1113975 g/mol
    Topological Polar Surface Area31.8 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity298
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NamePromethazine hydrochloride
    Drug LabelDESCRIPTIONPromethazine hydrochloride is a racemic compound.Promethazine hydrochloride, a phenothiazine derivative, is designated chemically as 10H-Phenothiazine-10-ethanamine, N,N,-trimethyl-, monohydrochloride, ()-with the following structural...
    Active IngredientPromethazine hydrochloride
    Dosage FormTablet; Syrup; Suppository; Injectable
    RouteRectal; Injection; Oral
    Strength25mg; 50mg/ml; 25mg/ml; 6.25mg/5ml; 50mg; 12.5mg
    Market StatusPrescription
    CompanyVintage Pharms; Amneal Pharms; Wockhardt; Hospira; Sun Pharm Inds; Teva Pharms Usa; Taro; Sandoz; Watson Labs; Amneal Pharms Ny; Hi Tech Pharma; Caraco; Hikma Maple; Kvk Tech; X-gen Pharms; Vintage; Emcure Pharms Usa; Perrigo New York; Luitpold; Zydus Pha

    2 of 4  
    Drug NamePromethazine plain
    Active IngredientPromethazine hydrochloride
    Dosage FormSyrup
    RouteOral
    Strength6.25mg/5ml
    Market StatusPrescription
    CompanyWockhardt

    3 of 4  
    Drug NamePromethazine hydrochloride
    Drug LabelDESCRIPTIONPromethazine hydrochloride is a racemic compound.Promethazine hydrochloride, a phenothiazine derivative, is designated chemically as 10H-Phenothiazine-10-ethanamine, N,N,-trimethyl-, monohydrochloride, ()-with the following structural...
    Active IngredientPromethazine hydrochloride
    Dosage FormTablet; Syrup; Suppository; Injectable
    RouteRectal; Injection; Oral
    Strength25mg; 50mg/ml; 25mg/ml; 6.25mg/5ml; 50mg; 12.5mg
    Market StatusPrescription
    CompanyVintage Pharms; Amneal Pharms; Wockhardt; Hospira; Sun Pharm Inds; Teva Pharms Usa; Taro; Sandoz; Watson Labs; Amneal Pharms Ny; Hi Tech Pharma; Caraco; Hikma Maple; Kvk Tech; X-gen Pharms; Vintage; Emcure Pharms Usa; Perrigo New York; Luitpold; Zydus Pha

    4 of 4  
    Drug NamePromethazine plain
    Active IngredientPromethazine hydrochloride
    Dosage FormSyrup
    RouteOral
    Strength6.25mg/5ml
    Market StatusPrescription
    CompanyWockhardt

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Allergic Agents

    Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475) (See all compounds classified as Anti-Allergic Agents.)

    Histamine H1 Antagonists

    Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)

    Antipruritics

    Agents, usually topical, that relieve itching (pruritus). (See all compounds classified as Antipruritics.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Phenothiazines [CS]; Phenothiazine [EPC]
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