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Medazepam

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Synopsis

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Chemistry

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Also known as: Nobrium, Rudotel, Ansilan, Resmit, 2898-12-6, Enobrin

Molecular Formula

C₁₆H₁₅ClN₂

Molecular Weight

270.75 g/mol

InChI Key

YLCXGBZIZBEVPZ-UHFFFAOYSA-N

FDA UNII

P0J3387W3S

A benzodiazepine derivative used in the treatment of anxiety. It has sedative, muscle relaxant, and anticonvulsant properties. One of its metabolites is DIAZEPAM and one of its excretion products is OXAZEPAM.

1 2D Structure

Medazepam

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

7-chloro-1-methyl-5-phenyl-2,3-dihydro-1,4-benzodiazepine

2.1.2 InChI

InChI=1S/C16H15ClN2/c1-19-10-9-18-16(12-5-3-2-4-6-12)14-11-13(17)7-8-15(14)19/h2-8,11H,9-10H2,1H3

2.1.3 InChI Key

YLCXGBZIZBEVPZ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1CCN=C(C2=C1C=CC(=C2)Cl)C3=CC=CC=C3

2.2 Other Identifiers

2.2.1 UNII

P0J3387W3S

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Hydrochloride, Medazepam

2. Medazepam Awd

3. Medazepam Hydrochloride

4. Medazepam Monohydrochloride

5. Monohydrochloride, Medazepam

6. Nobrium

7. Ro 5 4556

8. Ro 5-4556

9. Ro 54556

10. Rudotel

11. Rusedal

2.3.2 Depositor-Supplied Synonyms

1. Nobrium

2. Rudotel

3. Ansilan

4. Resmit

5. 2898-12-6

6. Enobrin

7. Nivelton

8. Narsis

9. Pamnace

10. 1h-1,4-benzodiazepine, 7-chloro-2,3-dihydro-1-methyl-5-phenyl-

11. 7-chloro-2,3-dihydro-1-methyl-5-phenyl-1h-1,4-benzodiazepine

12. Chembl28333

13. 7-chloro-1-methyl-5-phenyl-2,3-dihydro-1,4-benzodiazepine

14. P0j3387w3s

15. Ansius

16. Nobrium Hcl

17. Ncgc00164523-01

18. 2,3-dihydro-7-chloro-1-methyl-5-phenyl-1h-1,4-benzodiazepine

19. 7-chloro-1-methyl-5-phenyl-2,3-dihydro-1h-1,4-benzodiazepine

20. 7-chloro-2,3-dihydro-1-methyl-5-phenyl-3h-1,4-benzodiazepine

21. 1h-1,4-benzodiazepine, 2,3-dihydro-7-chloro-1-methyl-5-phenyl-

22. Nobrium Hydrochloride

23. Aensius

24. Azepamide

25. Lerisum

26. Medaurin

27. Mezapam

28. Navizil

29. Nobraksin

30. Stratium

31. Benaon

32. Nobral

33. Nsc169896

34. Rb-252

35. Medazepamum [inn-latin]

36. Medazepam [inn:ban:jan]

37. Medazepamum

38. Psiquium

39. Dea No. 2836

40. Einecs 220-783-4

41. Pamnace (tn)

42. Diepin (salt/mix)

43. Elbrus (salt/mix)

44. Esmail (salt/mix)

45. Rb 252

46. Brn 0407983

47. Medazepol (salt/mix)

48. Megasedan (salt/mix)

49. Medazepam [inn]

50. Medazepam [jan]

51. Medazepam [mi]

52. Medazepam (jp17/inn)

53. Medazepam [mart.]

54. Medazepam [who-dd]

55. Dsstox_cid_28634

56. Dsstox_rid_82904

57. Dsstox_gsid_48708

58. Schembl18472

59. Unii-p0j3387w3s

60. Zinc1659

61. Dtxsid1048708

62. Chebi:31807

63. Tox21_113107

64. Bdbm50021058

65. Stl257370

66. Akos002254761

67. Db13437

68. Cas-2898-12-6

69. Db-047498

70. D01292

71. 5-23-09-00037 (beilstein Handbook Reference)

72. Q572796

73. 1-methyl-5-phenyl-7-chloro-2,3-dihydro-1h-1,4-benzodiazepine

74. 7-chloro-1-methyl-5-phenyl-2,3-dihydro-1h-[1,4]benzodiazepine

75. 7-chloro-1-methyl-5-phenyl-2,3-dihydro-1h-1,4-benzodiazepine #

76. 7-chloro-1-methyl-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepine

77. (z)-7-chloro-1-methyl-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepine

78. 1h-1,4-benzodiazepine, 7-chloro-2, 3-dihydro-1-methyl-5-phenyl, Monohydrochloride

79. 1h-1,4-benzodiazepine, 7-chloro-2,3-dihydro-1-methyl-5-phenyl-, Monohydrochloride

80. 7-chloro-2, 3-dihydro-1-methyl-5-phenyl-1h-1,4-benzodiazepine, Hydrochloride

81. 7-chloro-2,3-dihydro-1-methyl-5-phenyl-1h-1, 4-benzodiazepine Monohydrochloride

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₅ClN₂
Molecular Weight	270.75 g/mol
XLogP3	4.4
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	1
Exact Mass	270.0923762 g/mol
Monoisotopic Mass	270.0923762 g/mol
Topological Polar Surface Area	15.6 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	336
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	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anticonvulsants

Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)

Muscle Relaxants, Central

A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. They have been used also for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in MULTIPLE SCLEROSIS. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358) (See all compounds classified as Muscle Relaxants, Central.)

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.)

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.)

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.)

4.2 ATC Code

N - Nervous system

N05 - Psycholeptics

N05B - Anxiolytics

N05BA - Benzodiazepine derivatives

N05BA03 - Medazepam

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