ChemFOnt: Showing chemical card for Triazolam (CFc000009346)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:56:27 UTC

Chemfont ID

CFc000009346

Molecule Identification

Common Name

Triazolam

Definition

Triazolam is only found in individuals that have used or taken this drug.It is withdrawn in the United Kingdom due to risk of psychiatric adverse drug reactions. This drug continues to be available in the U.S. Internationally, triazolam is a Schedule IV drug under the Convention on Psychotropic Substances.Benzodiazepines bind nonspecifically to bezodiazepine receptors BNZ1, which mediates sleep, and BNZ2, which affects affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABA_A) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Halcion	ChEBI
DEA no. 2887	HMDB
Genpharm brand OF triazolam	HMDB
Apo triazo	HMDB
Apo-triazo	HMDB
Apotex brand OF triazolam	HMDB
Gen triazolam	HMDB
Gerard brand OF triazolam	HMDB
Pfizer brand OF triazolam	HMDB
Gen-triazolam	HMDB
Triazolam pfizer brand	HMDB
Trilam	HMDB

Chemical Formula

C₁₇H₁₂Cl₂N₄

Average Molecular Weight

343.21

Monoisotopic Molecular Weight

342.043901818

IUPAC Name

12-chloro-9-(2-chlorophenyl)-3-methyl-2,4,5,8-tetraazatricyclo[8.4.0.0²,⁶]tetradeca-1(10),3,5,8,11,13-hexaene

Traditional Name

triazolam

CAS Registry Number

28911-01-5

SMILES

CC1=NN=C2CN=C(C3=CC=CC=C3Cl)C3=C(C=CC(Cl)=C3)N12

InChI Identifier

InChI=1S/C17H12Cl2N4/c1-10-21-22-16-9-20-17(12-4-2-3-5-14(12)19)13-8-11(18)6-7-15(13)23(10)16/h2-8H,9H2,1H3

InChI Key

JOFWLTCLBGQGBO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2,4-triazolo[4,3-a][1,4]benzodiazepines. These are aromatic compounds containing a 1,4-benzodiazepine fused to and sharing a nitrogen atom with a 1,2,4-triazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

1,4-benzodiazepines

Direct Parent

1,2,4-triazolo[4,3-a][1,4]benzodiazepines

Alternative Parents

Substituents

1,2,4-triazolo[4,3-a][1,4]benzodiazepine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Benzenoid
Azole
Heteroaromatic compound
1,2,4-triazole
Ketimine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Imine
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organohalogen compound
Organochloride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

triazolobenzodiazepine (CHEBI:9674 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015034)
Membrane (HMDB: HMDB0015034)

Source

Exogenous

Exogenous (HMDB: HMDB0015034)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

Sedative (HMDB: HMDB0015034)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	2.94	ALOGPS
logP	2.89	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	18.08	ChemAxon
pKa (Strongest Basic)	4.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	103.68 m³·mol⁻¹	ChemAxon
Polarizability	34.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0015034

DrugBank ID

DB00897

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5355

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Triazolam

METLIN ID

Not Available

PubChem Compound

5556

PDB ID

Not Available

ChEBI ID

9674

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Triazolam (CFc000009346)

MOL for CFc000009346 (Triazolam)

3D MOL for CFc000009346 (Triazolam)

3D SDF for CFc000009346 (Triazolam)

3D-SDF for CFc000009346 (Triazolam)

PDB for CFc000009346 (Triazolam)

3D PDB for CFc000009346 (Triazolam)

SMILES for CFc000009346 (Triazolam)

INCHI for CFc000009346 (Triazolam)

Structure for CFc000009346 (Triazolam)

3D Structure for CFc000009346 (Triazolam)