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1088-11-5

1088-11-5

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Also known as: Nordiazepam, Desmethyldiazepam, Dealkylprazepam, Norprazepam, N-desmethyldiazepam, 1088-11-5

Molecular Formula

C₁₅H₁₁ClN₂O

Molecular Weight

270.71 g/mol

InChI Key

AKPLHCDWDRPJGD-UHFFFAOYSA-N

FDA UNII

67220MCM01

An intermediate in the metabolism of DIAZEPAM to OXAZEPAM. It may have actions similar to those of diazepam.

1 2D Structure

1088-11-5

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

7-chloro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one

2.1.2 InChI

InChI=1S/C15H11ClN2O/c16-11-6-7-13-12(8-11)15(17-9-14(19)18-13)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)

2.1.3 InChI Key

AKPLHCDWDRPJGD-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1C(=O)NC2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3

2.2 Other Identifiers

2.2.1 UNII

67220MCM01

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Calmday

2. Dealkylprazepam

3. Demethyldiazepam

4. Deoxydemoxepam

5. Desmethyldiazepam

6. N Desalkylhalazepam

7. N Descyclopropylmethyl Prazepam

8. N Descyclopropylmethylprazepam

9. N Destrifluoroethylhalazepam

10. N-desalkylhalazepam

11. N-descyclopropylmethyl-prazepam

12. N-descyclopropylmethylprazepam

13. N-destrifluoroethylhalazepam

14. Nordaz

15. Nordiazepam

16. Norprazepam

17. Ro 5 2180

18. Ro 5-2180

19. Ro 52180

20. Tranxilium N

21. Vegesan

2.3.2 Depositor-Supplied Synonyms

1. Nordiazepam

2. Desmethyldiazepam

3. Dealkylprazepam

4. Norprazepam

5. N-desmethyldiazepam

6. 1088-11-5

7. Calmday

8. N-demethyldiazepam

9. 1-demethyldiazepam

10. N-deoxydemoxepam

11. Madar

12. N1-desmethyldiazepam

13. Demethyldiazepam

14. Desalkylprazepam

15. Demadar

16. Praxadium

17. Stilny

18. Nordazepamum

19. Ro 5-2180

20. Dmdz

21. N-deoxydemoxapam

22. Nordazepam Civ

23. Nordazepam [inn]

24. 7-chloro-1,3-dihydro-5-phenyl-2h-1,4-benzodiazepin-2-one

25. N-descyclopropylmethylprazepam

26. 7-chloro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one

27. A 101

28. A101

29. 7-chloro-5-phenyl-1,3-dihydro-2h-1,4-benzodiazepin-2-one

30. 2h-1,4-benzodiazepin-2-one, 7-chloro-1,3-dihydro-5-phenyl-

31. Nsc 46078

32. Nsc-46078

33. Chembl523

34. Nsc-631619

35. Ndz

36. Vegesan

37. 2h-1,4-benzodiazepin-2-one, 1,3-dihydro-7-chloro-5-phenyl-

38. Chebi:111762

39. Nordazepam (inn)

40. Nsc631619

41. 67220mcm01

42. Ndd

43. Ncgc00168263-01

44. Nordaz

45. 7-chloro-1,3-dihydro-5-phenyl-(2h)-1,4-benzodiazepin-2-one

46. 7-chloro-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

47. Lomax

48. Sopax

49. Nordazepamum [inn-latin]

50. Ccris 9181

51. Einecs 214-123-4

52. Brn 0751823

53. Desoxydemoxepam

54. Dea No. 2838

55. Unii-67220mcm01

56. Calmday (tn)

57. Ro 52180

58. 7-chlor-2,3-dihydro-5-phenyl-1h-1,4-benzodiazepin-2-on

59. Diazepam-m N-desmethyl

60. Diazepam Ep Impurity A

61. Nordazepam [mi]

62. Nordazepam (nordiazepam)

63. Chemdiv1_028362

64. Nordazepam [mart.]

65. Mixcom6_000554

66. Dsstox_cid_28926

67. Dsstox_rid_83192

68. Nordazepam [who-dd]

69. Dsstox_gsid_49000

70. Oprea1_578139

71. Schembl78453

72. 5-24-04-00291 (beilstein Handbook Reference)

73. Mls001173623

74. Divk1c_000979

75. Dtxsid2049000

76. Nordazepam Civ [usp-rs]

77. Hms503c19

78. Hms667j04

79. Kbio1_000979

80. Ninds_000979

81. Hms2272b05

82. Nsc46078

83. Zinc1249069

84. Tox21_113493

85. Bdbm50027835

86. Stk560158

87. Desmethyldiazepam, Analytical Standard

88. Wln: T67 Gmv Jn Ihj Cg Kr

89. Akos000636746

90. Akos005486646

91. Db14028

92. Idi1_000979

93. Diazepam Impurity A [ep Impurity]

94. Smr000238153

95. Cas-1088-11-5

96. 2h-1, 1,3-dihydro-7-chloro-5-phenyl-

97. 2h-1, 7-chloro-1,3-dihydro-5-phenyl-

98. Db-040846

99. 5-phenyl-7-chloro-1,4-benzodiazepin-2-one

100. 7-chloro-5-phenyl-3h-1,4-benzodiazepin-2-ol

101. C07486

102. D08283

103. 7-chloro-5-phenyl-3h-1,4-benzodiazepin-2-one

104. Nordazepam (nordiazepam) 0.1 Mg/ml In Methanol

105. Nordazepam (nordiazepam) 1.0 Mg/ml In Methanol

106. 088n115

107. A801929

108. Q3180288

109. Dipotassium Clorazepate Impurity B [ep Impurity]

110. 7-chloro-5-phenyl-1,3-dihydro-[1,4]benzodiazepin-2-one

111. 7-chloro-5-phenyl-1h-benzo[e][1,4]diazepin-2(3h)-one

112. (z)-7-chloro-5-phenyl-1h-benzo[e][1,4]diazepin-2(3h)-one

113. 7-chloro-1,3 -dihydro-5-phenyl-2h-1,4-benzodiazepine-2-one

114. 7-chloro-2,3-dihydro-5-phenyl-1h-1,4-benzodiazepin-2-one

115. 7-chloro-5-phenyl-1,3-dihydro-2h-1,4-benzodiazepin-2-one #

116. 7-chloro-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one( Am)

117. 7-chloro-5-phenyl-2-oxo-2,3-dihydro-1h-benzo[f]-1,4-diazepine

118. Desmethyldiazepam Solution, Drug Standard, 1.0 Mg/ml In Methanol

119. 7-chloro-5-phenyl-1,3-dihydro-2h-1,4-benzodiazepin-2-one (nordazepam)

120. 7-chloro-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one(nordiazepam)

121. 7-chloro-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one(desmethyldiazepam)

122. Nordiazepam Solution, 1 Mg/ml In Methanol, Ampule Of 1 Ml, Certified Reference Material

123. Nordazepam; Desmethyl Amino Diazepam; 7-chloro-5-phenyl-1,3-dihydro-2h-1,4-benzodiazepin-2-one

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₁₁ClN₂O
Molecular Weight	270.71 g/mol
XLogP3	2.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	1
Exact Mass	270.0559907 g/mol
Monoisotopic Mass	270.0559907 g/mol
Topological Polar Surface Area	41.5 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	376
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

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.)

4.2 ATC Code

N05BA16

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

N - Nervous system

N05 - Psycholeptics

N05B - Anxiolytics

N05BA - Benzodiazepine derivatives

N05BA16 - Nordazepam

4.3 Metabolism/Metabolites

Nordiazepam has known human metabolites that include Oxazepam.

Nordiazepam is a known human metabolite of diazepam.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560