Basic information
- Standard SMILES
Cc1nnc2n1-c1ccc(Cl)cc1C(c1ccccc1)=NC2- InChIKey
VREFGVBLTWBCJP-UHFFFAOYSA-N- Molecular formula
- C17H13ClN4
- Average molar mass
- 308.8 g/mol
- Monoisotopic mass
- 308.0828741
Names & identifiers
- Preferred name
- Alprazolam
- IUPAC
- 8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
- English name
- Alprazolam
- Molecular formula
- C17H13ClN4
- Molecular weight
- 308.76
Names & synonyms
alprazolamXanax28981-97-7NiravamSolanaxTranquinalAlplaxXanorAlpronaxXanax XRRestyl8-Chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
Show more names
ZolamTrankimazin8-Chloro-1-methyl-6-phenyl-4H-2,3,5,10b-tetraazabenzo[e]azulened65mtTafilC06817
Nu-AlprazTUS-1AlprazolamumAlprazolam civDTXSID4022577U-318898-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepineU-31,889
Database identifiers
- CAS
28981-97-7- PubChem CID
- 2118
- DTXSID
DTXSID4022577- ChEMBL
CHEMBL661- ChEBI
CHEBI:2611- UNII
- YU55MQ3IZY
- EC Number
- 249-349-2、432-090-6
- Nikkaji
- J9.279G
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 43.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 434
Physicochemical properties
- Melting point
- 228 · 228-228.50C
- Boiling point
- 463.51 °C · 463.51°C (rough estimate)
- Density
- 1.2 · 1.2000 (rough estimate)
- refractive index
- 1.611 · 1.6110 (estimate)
- Flash point
- 11 °C · 11 °C
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: insoluble
- pka
- 2.37 · 2.37±0.40(Predicted)
- Water Solubility
- 70 mg/L · 70mg/L(ambient temperature)
- BCS Class
- 1 · 1
- Major Application
- pharmaceutical (small molecule)
- InChI
- 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
- InChIKey
- VREFGVBLTWBCJP-UHFFFAOYSA-N
- SMILES
- Cc1nnc2CN=C(c3ccccc3)c4cc(Cl)ccc4-n12
- CAS DataBase Reference
- 28981 · 28981-97-7(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- NCI Dictionary of Cancer Terms
- alprazolam; Xanax
- FDA UNII
- 55 MQ3IZY · YU55MQ3IZY
- NCI Drug Dictionary
- alprazolam
- ATC code
- 5 BA12 · N05BA12
- Proposition 65 List
- Alprazolam
- NIST Chemistry Reference
- Alprazolam(28981-97-7)
- EPA Substance Registry System
- Alprazolam (28981-97-7)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 264 · P264-P270-P301+P312-P330-P501
- Hazard Codes
- Xn,T,F
- Risk Statements
- 22 · 22-39/23/24/25-23/24/25-11
- Safety Statements
- 36 · 36-45-36/37-16-7
- RIDADR
- 3249 · 3249
- WGK Germany
- 3 · 3
- RTECS
- 5473000 · XZ5473000
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
- HS Code
- 2933910000 · 2933910000
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
- Hazardous Substances Data
- 28981 · 28981-97-7(Hazardous Substances Data)
- Toxicity
- 50 in · LD50 in mice, rats (mg/kg): 1020, >2000 orally; 540, 610 i.p. (Nakajima)
- DEA Controlled Substances
- 2882 CAS · CSCN: 2882CAS SCH: ⅣNARC: N
Safety & regulation
Safety data
- wgk
- 3
- rtecs
- XZ5473000
- ridadr
- 3249
- hs_code
- 2933910000
- Toxicity
- LD50 in mice, rats (mg/kg): 1020, >2000 orally; 540, 610 i.p. (Nakajima)
- risk_code
- 22-39/23/24/25-23/24/25-11
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,T,F
- safety_code
- 36-45-36/37-16-7
- hazard_class
- 6.1(b)
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P330-P501
- DEA Controlled Substances
- CSCN: 2882CAS SCH: ⅣNARC: N
- Hazardous Substances Data
- 28981-97-7(Hazardous Substances Data)
Chemistry & industry
Applications
DescriptionAlprazolam (Item No. 14255) is an analytical reference material categorized as a benzodiazepine. Alprazolam is regulated as a Schedule IV compound in the United States. This product is intended for research and forensic applications.
UsesControlled substance (depressant). Anxiolytic
UsesAtorvastatin metabolite
General DescriptionAlprazolam, 8-chloro-1-methyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine (Xanax), israpidly absorbed from the GI tract. Protein binding is lower(～70%) than with most benzodiazepines because of itslower lipophilicity.α-Hydroxylation of the methyl group tothe methyl alcohol (a reaction analogous to benzylic hydroxylation)followed by conjugation is rapid; consequently,the duration of action is short. The drug is a highlypotent anxiolytic on a milligram basis.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: A member of the class of triazolobenzodiazepines that is 4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine carrying methyl, phenyl and chloro substituents at positions 1, 6 and 8 respectively. Alprazolam is only found in individu ls that have taken this drug.
Related reactions
14 records
Linked notes
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