CAS 3900-31-0|7-chloro-5-(2-fluorophenyl)-1-methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one|Fludiazepam|fludiazepam|Erispan|Fludiazepamum [inn-latin]

General Information

Structure

Molecular Formula

C₁₆H₁₂ClFN₂O

Molecular Mass

302.7306832

Exact Mass

302.06221891

Charge

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

InChIKey

ROYOYTLGDLIGBX-UHFFFAOYSA-N

Canonic Smiles

Clc1ccc2c(c1)C(=NCC(=O)N2C)c1ccccc1F

Isomeric Smiles

Clc1cc2c(N(C(=O)CN=C2c2c(F)cccc2)C)cc1

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

3.2186823

LogD (pH = 7.4)

3.2187872

Log P

3.2187884

Molar Refractivity

80.0283

Polarizability

30.008255

Polar Surface Area

32.67

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

2.83

LOG S

-4.32

Solubility (Water)

1.44e-02 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

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

Synonyms

FludiazepamFludiazepamum [inn-latin]

IUPAC Traditional name

fludiazepam

Brand Name

Erispan

Names and Identifiers

Registration numbers

CAS Number

3900-31-0

PubChem CID

3369

PubChem SID

46507563160964811

Unique Ingredient Identifier

KEGG ID

CHEMBL

CHEBI ID

Chemspider ID

ATC CODE

DrugBank ID

Wikipedia Title

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

2.75 [HANSCH,C ET AL. (1995)]

Pharmacology Properties

Admin Routes

Oral

Excretion

Renal

Legal Status

Schedule IV(US)

Metabolism

Hepatic

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB01567

Drug Groups

illicit; approved

Description

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.

Indication

Used for the short-term treatment of anxiety disorders.

Pharmacology

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

Toxicity

Symptoms of overdose include drowsiness, weakness, nausea, dizziness, abdominal pain, cerebral oedema and renal tubular necrosis, hyperglycaemia and hypoglycaemia, liver damage, encephalopathy, coma and death.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic.

References

• Ishiwata K, Yanai K, Ido T, Miura-Kanno Y, Kawashima K: Synthesis and biodistribution of [11C]fludiazepam for imaging benzodiazepine receptors. Int J Rad Appl Instrum B. 1988;15(4):365-71. [Pubmed]

• Nakatsuka I, Shimizu H, Asami Y, Katoh T, Hirose A, Yoshitake A: Benzodiazepines and their metabolites: relationship between binding affinity to the benzodiazepine receptor and pharmacological activity. Life Sci. 1985 Jan 14;36(2):113-9. [Pubmed]

External Links

• [Wikipedia]

Wikipedia

Fludiazepam

Molecule Details

References

PubChem Literature

From Data Sources

• Ishiwata K, Yanai K, Ido T, Miura-Kanno Y, Kawashima K: Synthesis and biodistribution of [11C]fludiazepam for imaging benzodiazepine receptors. Int J Rad Appl Instrum B. 1988;15(4):365-71. Pubmed

References

Bioactivity

PubChem BioAssay

Bioactivity

Navigation

General Information

Calculated Properties

• RDKit

• JChem

• ALOGPS 2.1

Data Source

• Academic Data