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Fludiazepam

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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Erispan, 3900-31-0, Fludiazepamum [inn-latin], 7-chloro-5-(o-fluorophenyl)-1,3-dihydro-1-methyl-2h-1,4-benzodiazepin-2-one, Id-540, 7-chloro-5-(2-fluorophenyl)-1-methyl-3h-1,4-benzodiazepin-2-one

Molecular Formula

C₁₆H₁₂ClFN₂O

Molecular Weight

302.73 g/mol

InChI Key

ROYOYTLGDLIGBX-UHFFFAOYSA-N

FDA UNII

7F64A2K16Z

Fludiazepam is a drug which is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. It is a scheduled drug in the U.S., but is approved for use in Japan.

1 2D Structure

Fludiazepam

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

7-chloro-5-(2-fluorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-one

2.1.2 InChI

InChI=1S/C16H12ClFN2O/c1-20-14-7-6-10(17)8-12(14)16(19-9-15(20)21)11-4-2-3-5-13(11)18/h2-8H,9H2,1H3

2.1.3 InChI Key

ROYOYTLGDLIGBX-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1C(=O)CN=C(C2=C1C=CC(=C2)Cl)C3=CC=CC=C3F

2.2 Other Identifiers

2.2.1 UNII

7F64A2K16Z

2.3 Synonyms

2.3.1 MeSH Synonyms

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

2. Fludiazepan

3. Id 540

2.3.2 Depositor-Supplied Synonyms

1. Erispan

2. 3900-31-0

3. Fludiazepamum [inn-latin]

4. 7-chloro-5-(o-fluorophenyl)-1,3-dihydro-1-methyl-2h-1,4-benzodiazepin-2-one

5. Id-540

6. 7-chloro-5-(2-fluorophenyl)-1-methyl-3h-1,4-benzodiazepin-2-one

7. Chebi:31618

8. 7f64a2k16z

9. Fludiazepamum

10. Fludiazepam [inn:jan]

11. Id 540

12. Erispan (tn)

13. Brn 0686115

14. Unii-7f64a2k16z

15. Dea No. 2759

16. 7-chloro-5-(2-fluorophenyl)-1-methyl-1h-1,4-benzodiazepin-2(3h)-one

17. 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1-methyl-2h-1,4-benzodiazepin-2-one

18. 7-chloro-5-(2-fluorophenyl)-1-methyl-1,3-dihydro-2h-1,4-benzodiazepin-2-one

19. Fludiazepam [mi]

20. Fludiazepam [inn]

21. Fludiazepam [jan]

22. Fludiazepam (jp17/inn)

23. 2h-1,4-benzodiazepin-2-one, 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1-methyl-

24. 2h-1,4-benzodiazepin-2-one, 7-chloro-5-(o-fluorophenyl)-1,3-dihydro-1-methyl-

25. Fludiazepam [mart.]

26. Fludiazepam [who-dd]

27. 5-24-04-00320 (beilstein Handbook Reference)

28. Chembl13291

29. Schembl156039

30. Dtxsid00192277

31. Db01567

32. Ro-5-3438

33. 2h-1,4-benzodiazepin-2-one, 1,3-dihydro-7-chloro-5-(o-fluorophenyl)-1-methyl-

34. D01354

35. 900f310

36. Q3486981

37. 7-chloro-5-(2-fluorophenyl)-1-methyl-1,3-dihydro-2h-1,4-benzodiazepin-2-one #

38. 7-chloro-5-(2-fluorophenyl)-1-methyl-2,3-dihydro-1h-1,4-benzodiazepin-2-one

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₁₂ClFN₂O
Molecular Weight	302.73 g/mol
XLogP3	2.8
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Exact Mass	302.0622189 g/mol
Monoisotopic Mass	302.0622189 g/mol
Topological Polar Surface Area	32.7 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	442
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 Drug and Medication Information

4.1 Drug Indication

Used for the short-term treatment of anxiety disorders.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Fludiazepam is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. Fludiazepam accumulates primarily in the cortex and thalamus.

5.2 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.)

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.)

5.3 ATC Code

N - Nervous system

N05 - Psycholeptics

N05B - Anxiolytics

N05BA - Benzodiazepine derivatives

N05BA17 - Fludiazepam

5.4 Metabolism/Metabolites

Hepatic.

5.5 Mechanism of Action

Fludiazepam has similar action to diazepam, but binds with four times more affinity to benzodiazepine receptors than diazepam.

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