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Chlordiazepoxide HCl

Synopsis, Chemistry

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Also known as: 438-41-5, Clopoxide chloride, Librium, Chlordiazachel, Calmoden, Chlordiazepoxide hcl

Molecular Formula

C₁₆H₁₅Cl₂N₃O

Molecular Weight

336.2 g/mol

InChI Key

PRNVHVUEIITLRV-UHFFFAOYSA-N

FDA UNII

MFM6K1XWDK

An anxiolytic benzodiazepine derivative with anticonvulsant, sedative, and amnesic properties. It has also been used in the symptomatic treatment of alcohol withdrawal.

1 2D Structure

Chlordiazepoxide HCl

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

7-chloro-4-hydroxy-N-methyl-5-phenyl-3H-1,4-benzodiazepin-2-imine;hydrochloride

2.1.2 InChI

InChI=1S/C16H14ClN3O.ClH/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15;/h2-9,21H,10H2,1H3;1H

2.1.3 InChI Key

PRNVHVUEIITLRV-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN=C1CN(C(=C2C=C(C=CC2=N1)Cl)C3=CC=CC=C3)O.Cl

2.2 Other Identifiers

2.2.1 UNII

MFM6K1XWDK

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 7 Chloro 2 Methylamino 5 Phenyl 3h 1,4 Benzodiazepine 4 Oxide

2. 7 Chloro N Methyl 5 Phenyl 3h 1,4 Benzodiazepin 2 Amine 4 Oxide

3. 7-chloro-2-methylamino-5-phenyl-3h-1,4-benzodiazepine-4-oxide

4. 7-chloro-n-methyl-5-phenyl-3h-1,4-benzodiazepin-2-amine 4-oxide

5. Chlordiazepoxide

6. Chlordiazepoxide Hydrobromide

7. Chlordiazepoxide Monohydrochloride

8. Chlordiazepoxide Perchlorate

9. Chlozepid

10. Elenium

11. Hydrobromide, Chlordiazepoxide

12. Hydrochloride, Chlordiazepoxide

13. Librium

14. Methaminodiazepoxide

15. Monohydrochloride, Chlordiazepoxide

16. Perchlorate, Chlordiazepoxide

2.3.2 Depositor-Supplied Synonyms

1. 438-41-5

2. Clopoxide Chloride

3. Librium

4. Chlordiazachel

5. Calmoden

6. Chlordiazepoxide Hcl

7. Protensin

8. Contol

9. Retcol

10. Chlordiazepoksid

11. A-poxide

12. Droxol Hydrochloride

13. Lygen

14. Napoton Hydrochloride

15. Libritabs Hydrochloride

16. Risachief Hydrochloride

17. Sk-lygen

18. Ro 5-0690

19. Chlorodiazepoxide Hydrochloride

20. Chlordiazepoxide Monohydrochloride

21. Methaminodiazepoxide Hydrochloride

22. Mfm6k1xwdk

23. Nsc-115748

24. 7-chloro-2-(methylamino)-5-phenyl-3h-1,4-benzodiazepine 4-oxide Monohydrochloride

25. Radepur

26. 3h-1,4-benzodiazepin-2-amine, 7-chloro-n-methyl-5-phenyl-, 4-oxide, Monohydrochloride

27. Ro-5-0690

28. Benzodiapin

29. Ansiacal

30. Equibral

31. Labican

32. Lentotran

33. Novosed

34. Psichial

35. Reliberan

36. Sophiamin

37. Tensinyl

38. Timosin

39. Trakipeal

40. Viansin

41. Cebrum

42. Murcil

43. Seren Vita

44. J-liberty

45. Diazachel (obs.)

46. Librium Hydrochloride

47. Unii-mfm6k1xwdk

48. Einecs 207-117-8

49. Nsc 115748

50. 7-chloro-4-hydroxy-n-methyl-5-phenyl-3h-1,4-benzodiazepin-2-imine;hydrochloride

51. Component Of Librax

52. Librium (tn)

53. Librium, Hydrochloride

54. Schembl8935

55. Chlordiazepoxide Hydrochloride [usan:usp:ban:jan]

56. Chloridiazepoxide Hydrochloride

57. Methaminodiazepine Hydrochloride

58. Chebi:3612

59. Chembl1200703

60. Nsc115748

61. Akos015895152

62. 3h-1,4-benzodiazepine, 7-chloro-2-methylamino-5-phenyl-, 4-oxide, Monohydrochloride

63. Chlordiazepoxide Hydrochloride Civ

64. Chlordiazepoxide Hydrochloride (jan/usp)

65. Chlordiazepoxide Hydrochloride [mi]

66. Chlordiazepoxide Hydrochloride [jan]

67. Db-051172

68. Chlordiazepoxide Hydrochloride [usan]

69. Chlordiazepoxide Hydrochloride [vandf]

70. Chlordiazepoxide Hydrochloride [mart.]

71. C-2992

72. Chlordiazepoxide Hydrochloride [usp-rs]

73. Chlordiazepoxide Hydrochloride [who-dd]

74. D00693

75. Wln: T67 Gn Jn Ihj Cg Hm1 Jo Kr &gh

76. Chlordiazepoxide Hydrochloride Civ [usp-rs]

77. Chlordiazepoxide Hydrochloride [ep Monograph]

78. Chlordiazepoxide Hydrochloride [orange Book]

79. Chlordiazepoxide Hydrochloride [usp Monograph]

80. Q27106148

81. 3h-1, 7-chloro-n-methyl-5-phenyl-, 4-oxide, Monohydrochloride

82. 7-chloro-2-(methylamino)-5-phenyl-3h-1, 4-oxide, Hydrochloride

83. Chlordiazepoxide Hydrochloride, Drug Standard, 1.0 Mg/ml In Methanol

84. 3h-1, 7-chloro-2-(methylamino)-5-phenyl-, 4-oxide, Monohydrochloride

85. (1e,4e)-7-chloro-2-(methylamino)-5-phenyl-3h-benzo[e][1,4]diazepine 4-oxide Hydrochloride

86. 7-chloro-2-(methylamino)-5-phenyl-3h-1,4-benzodiazepine-4-oxide Hydrochloride

87. 7-chloro-2-(methylamino)-5-phenyl-3h-benzo[e][1,4]diazepine 4-oxide Hydrochloride

88. 7-chloro-n-methyl-4-oxido-5-phenyl-3h-1,4-benzodiazepin-4-ium-2-amine;hydrochloride

89. Chlordiazepoxide Hydrochloride, European Pharmacopoeia (ep) Reference Standard

90. Chlordiazepoxide Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₅Cl₂N₃O
Molecular Weight	336.2 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Exact Mass	335.0592175 g/mol
Monoisotopic Mass	335.0592175 g/mol
Topological Polar Surface Area	48.2 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	580
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Chlordiazepoxide hydrochloride
PubMed Health	Chlordiazepoxide (By mouth)
Drug Classes	Antianxiety
Drug Label	Chlordiazepoxide hydrochloride is the prototype for the benzodiazepine compounds. It is a versatile therapeutic agent of proven value for the relief of anxiety. Chlordiazepoxide hydrochloride is among the safer of the effective psychopharmacologic co...
Active Ingredient	Chlordiazepoxide hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	5mg; 25mg; 10mg
Market Status	Prescription
Company	Usl Pharma; Barr

2 of 4
Drug Name	Librium
Drug Label	Librium, the original chlordiazepoxide HCl and prototype for the benzodiazepine compounds, was synthesized and developed at Hoffmann-La Roche Inc. It is a versatile therapeutic agent of proven value for the relief of anxiety. Librium is among the...
Active Ingredient	Chlordiazepoxide hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	25mg; 5mg; 10mg
Market Status	Prescription
Company	Valeant Pharm Intl

3 of 4
Drug Name	Chlordiazepoxide hydrochloride
PubMed Health	Chlordiazepoxide (By mouth)
Drug Classes	Antianxiety
Drug Label	Chlordiazepoxide hydrochloride is the prototype for the benzodiazepine compounds. It is a versatile therapeutic agent of proven value for the relief of anxiety. Chlordiazepoxide hydrochloride is among the safer of the effective psychopharmacologic co...
Active Ingredient	Chlordiazepoxide hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	5mg; 25mg; 10mg
Market Status	Prescription
Company	Usl Pharma; Barr

4 of 4
Drug Name	Librium
Drug Label	Librium, the original chlordiazepoxide HCl and prototype for the benzodiazepine compounds, was synthesized and developed at Hoffmann-La Roche Inc. It is a versatile therapeutic agent of proven value for the relief of anxiety. Librium is among the...
Active Ingredient	Chlordiazepoxide hydrochloride
Dosage Form	Capsule
Route	Oral
Strength	25mg; 5mg; 10mg
Market Status	Prescription
Company	Valeant Pharm Intl

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Anti-Anxiety Agents

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here. (See all compounds classified as Anti-Anxiety Agents.)

GABA Modulators

Substances that do not act as agonists or antagonists but do affect the GAMMA-AMINOBUTYRIC ACID receptor-ionophore complex. GABA-A receptors (RECEPTORS, GABA-A) appear to have at least three allosteric sites at which modulators act: a site at which BENZODIAZEPINES act by increasing the opening frequency of GAMMA-AMINOBUTYRIC ACID-activated chloride channels; a site at which BARBITURATES act to prolong the duration of channel opening; and a site at which some steroids may act. GENERAL ANESTHETICS probably act at least partly by potentiating GABAergic responses, but they are not included here. (See all compounds classified as GABA Modulators.)

Adjuvants, Anesthesia

Agents that are administered in association with anesthetics to increase effectiveness, improve delivery, or decrease required dosage. (See all compounds classified as Adjuvants, Anesthesia.)

Hypnotics and Sedatives

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Benzodiazepines [CS]; Benzodiazepine [EPC]