Alprazolam

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Alprazolam are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Alprazolam?

The molecule Alprazolam presents a molecular formula of C17H13ClN4 and its IUPAC name is 8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine.

Alprazolam is a type of benzodiazepine, which is a class of psychoactive drugs. Benzodiazepines work by binding to the GABA receptors in the brain, which increases the activity of the neurotransmitter GABA. This action results in a calming effect on the brain and nervous system..

Alprazolam is used to treat anxiety and panic disorders. It is also used to treat other conditions, such as muscle spasms, seizures, and alcohol withdrawal. Alprazolam exists as a generic drug and as the brand-name drugs Xanax and Niravam..

Alprazolam may be habit-forming. Misuse of habit-forming medicine can cause addiction, overdose, or death. Alprazolam is a federally controlled substance because it can be abused or lead to dependence..

3D structure

Cartesian coordinates

Geometry of Alprazolam in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Alprazolam VREFGVBLTWBCJP-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Alprazolam

 

Molecule descriptors

 
IUPAC name8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
InChI codeInChI=1S/C17H13ClN4/c1-11-20-21-16-10-19-17(12-5-3-2-4-6-12)14-9-13(18)7-8-15(14)22(11)16/h2-9H,10H2,1H3
InChI KeyVREFGVBLTWBCJP-UHFFFAOYSA-N
SMILESCc1nnc2n1-c1ccc(Cl)cc1C(c1ccccc1)=NC2

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (Z)-8-chloro-1-methyl-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine
  • 08H
  • 12-chloro-3-methyl-9-phenyl-2,4,5,8-tetraazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),3,5,8,11,13-hexaene
  • 1246182-61-5
  • 28981-97-7
  • 3u5j
  • 4H-(1,2,4)TRIAZOLO(4,3-.ALPHA.)(1,4)BENZODIAZEPINE, 8-CHLORO-1-METHYL-6-PHENYL-
  • 4H-(1,2,4)Triazolo(4,3-a)(1,4)benzodiazepine, 8-chloro-1-methyl-6-phenyl-
  • 4H-(1,2,4)Triazolo(4,3-alpha)(1,4)benzodiazepine, 8-chloro-1-methyl-6-phenyl-
  • 4H-[1,2,4]Triazolo[4,3-a][1,4]benzodiazepine, 8-chloro-1-methyl-6-phenyl-
  • 4H-s-Triazolo(4,3-a)(1,4)benzodiazepine, 8-chloro-1-methyl-6-phenyl-
  • 51339-48-1
  • 8-CHLORO-1-METHYL-6-PHENYL-4H-S-TRIAZOLO(4,3-.ALPHA.)(1,4)BENZODIAZEPINE
  • 8-Chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
  • 8-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepine
  • 8-Chloro-1-methyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine
  • 8-chloranyl-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
  • 8-chloro-1-methyl-6-phenyl-4H-s-triazolo [4,3-a] [1,4] benzodiazepine
  • 8-chloro-1-methyl-6-phenyl-4H-s-triazolo [4,3-a][1,4] benzodiazepine
  • 8-chloro-6-phenyl-1-methyl-4H-s-triazolo-[4,3-a][1,4]benzodiazepine
  • 981A977
  • A819702
  • AC-18721
  • AP-1002
  • AZ-002
  • Alcelam
  • Algad
  • Alpaz
  • Alplax
  • Alpram
  • Alprax
  • Alprazolam
  • Alprazolam (JP17/USP/INN)
  • Alprazolam 0.1 mg/ml in Methanol
  • Alprazolam 1.0 mg/ml in Methanol
  • Alprazolam civ
  • Alprazolam extended release tablets
  • Alprazolam intensol
  • Alprazolamum
  • Alpronax
  • Alprox
  • Alzam
  • Alzolam
  • Alzon
  • Anpress
  • Apo-Alpraz
  • BBL028160
  • BCP28608
  • BDBM50001728
  • BIDD:GT0475
  • BIDD:PXR0150
  • BRN 1223125
  • Bestrol
  • C06817
  • CCG-100855
  • Cassadan
  • Constan
  • D 65MT
  • D00225
  • DB00404
  • DEA No. 2882
  • DSSTox_CID_2577
  • DSSTox_GSID_22577
  • DSSTox_RID_76639
  • Esparon
  • Frontal
  • GTPL7111
  • Gen-Alprazolan
  • HMS2051A10
  • HMS3393A10
  • HSDB 7207
  • Helex
  • Ksalol
  • MLS000559000
  • MLS000759485
  • MLS001423979
  • Mialin
  • NC00105
  • NCGC00159466-02
  • NCGC00159466-03
  • NSC 760140
  • NSC-760140
  • NSC760140
  • Neurol
  • Niravam
  • Novo-Alprazol
  • Nu-Alpraz
  • Panistat
  • Panix
  • Pharmakon1600-01502395
  • Pharnax
  • Prazam
  • Prazolan
  • Prinox
  • Q319877
  • Ralozam
  • Relaxol
  • Restyl
  • SMR000149316
  • STK590494
  • Solanax
  • Staccato-alprazolam
  • TGAR01P
  • TUS-1
  • Tafil
  • Tafil D
  • Tensivan
  • Trankimazin
  • Tranquinal
  • Tricalma
  • Tus 1
  • U 31,889
  • U 31889
  • U-31,889
  • U-31889
  • Unilan
  • Valeans
  • W-107015
  • Xanagis
  • Xanax
  • Xanax TS
  • Xanax XR
  • Xanolam
  • Xanor
  • YU55MQ3IZY
  • Zacetin
  • Zanapam
  • Zaxan
  • Zenax
  • Zolam
  • Zolarem
  • Zoldac
  • Zoldax
  • Zopax
  • Zopic
  • Zotran
  • alprazolam

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC903
  • CAS-28981-97-7
  • UNII-YU55MQ3IZY
  • AKOS005066050
  • BRD-K32398298-001-01-4
  • DTXSID4022577
  • CHEMBL661
  • CHEBI:2611
  • Tox21_111692
  • EINECS 249-349-2
  • SCHEMBL8398

Physico-Chemical properties

IUPAC name8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
Molecular formulaC17H13ClN4
Molecular weight308.765
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity90.65
LogP3.0
Topological polar surface area43.1

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.