Molecular Details

DICL_CP_0330468 - 8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0330468

PubChem CID

2118

Molecular Formula

C₁₇H₁₃ClN₄

Molecular Weight

308.772 g/mol

Synonyms/Alias

[alprazolam; Xanax; 28981-97-7; Niravam; Trankimazin; Tranquinal; Alplax; Constan; Frontal; Solanax; Tafil; Xanor; Alpronax; Intensol; Tricalma; Xanax XR; Alcelam; Alpram; Alzolam; Anpress; Bestrol; N...[alprazolam; Xanax; 28981-97-7; Niravam; Trankimazin; Tranquinal; Alplax; Constan; Frontal; Solanax; Tafil; Xanor; Alpronax; Intensol; Tricalma; Xanax XR; Alcelam; Alpram; Alzolam; Anpress; Bestrol; Neurol; Prinox; Relaxol; Restyl; Valeans; Xanagis; Zolarem; Zoldac; Zotran; Alpaz; Alzam; Panix; Apo-Alpraz; Alprazolam intensol; Alprazolamum; Pharnax; Prazolan; Tensivan; Xanolam; Zacetin; Zanapam; 8-Chloro-1-methyl-6-phenyl-4H-[1;2;4]triazolo[4;3-a][1;4]benzodiazepine; Algad; Alprax; Helex; Ksalol; Mialin; Prazam; Unilan; Zaxan; Zenax; Zolam; Zoldax; Zopax; Zopic; Gen-Alprazolan; TUS-1; Tafil D; Xanax TS; D 65MT; Alprazolam civ; Tus 1; Alprazolamum [INN-Latin]; Alprazolam extended release tablets; 8-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4;3-a)(1;4)benzodiazepine; HSDB 7207; UNII-YU55MQ3IZY; U 31889; U-31889; YU55MQ3IZY; U-31;889; EINECS 249-349-2; NSC-760140; BRN 1223125; Cassadan; CHEBI:2611; Esparon; DTXSID4022577; Ralozam; Alprox; CHEMBL661; Novo-Alprazol; 8-Chloro-1-methyl-6-phenyl-4H-s-triazolo[4;3-a][1;4]benzodiazepine; Nu-Alpraz; 4H-s-Triazolo(4;3-a)(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-a][1;4]benzodiazepine; 8-chloro-1-methyl-6-phenyl-; DTXCID102577; Alprazolan; Alzon; U 31;889; NSC 760140; Alprazolam [USAN:USP:INN:BAN:JAN]; NCGC00159466-02; Alprazolamum (INN-Latin); 8-Chloro-1-methyl-6-phenyl-4H-s-triazolo(4;3-alpha)(1;4)benzodiazepine; ALPRAZOLAM (MART.); ALPRAZOLAM [MART.]; 4H-(1;2;4)Triazolo(4;3-alpha)(1;4)benzodiazepine; 8-chloro-1-methyl-6-phenyl-; 51339-48-1; ALPRAZOLAM (EP IMPURITY); ALPRAZOLAM [EP IMPURITY]; ALPRAZOLAM (EP MONOGRAPH); ALPRAZOLAM [EP MONOGRAPH]; Alprazolam (1mg/mL in Methanol); ALPRAZOLAM (USP MONOGRAPH); ALPRAZOLAM [USP MONOGRAPH]; Panistat; Alprazolam (USAN:USP:INN:BAN:JAN); Staccato-alprazolam; SMR000149316; Xanax (TN); AZ-002; TGAR01P; AlprazolamXR; Apo-Alpzar; XanaxXR; DEA No. 2882; 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-alpha][1;4]benzodiazepine; Alprazolam C-IV; 08H; ALPRAZOLAMER; Alprazolamum (Latin); AP-1002; 3u5j; ALPRAZOLAM [MI]; ALPRAZOLAM [INN]; ALPRAZOLAM [JAN]; ALPRAZOLAM [HSDB]; ALPRAZOLAM [USAN]; AlprazolamExtended Release; ALPRAZOLAM [VANDF]; SCHEMBL8398; ALPRAZOLAM [WHO-DD]; BIDD:PXR0150; MLS000559000; MLS000759485; MLS001423979; BIDD:GT0475; Alprazolam (JP17/USP/INN); GTPL7111; Alprazolam; 1mg/ml in Methanol; ALPRAZOLAM [ORANGE BOOK]; ALPRAZOLAMEXTENDED-RELEASE; N05BA12; HMS2051A10; HMS3393A10; Pharmakon1600-01502395; Alprazolam 0.1 mg/ml in Methanol; Alprazolam 1.0 mg/ml in Methanol; BCP28608; Tox21_111692; BBL028160; BDBM50001728; NSC760140; STK590494; AKOS005066050; CCG-100855; DB00404; NC00105; NCGC00159466-03; AC-18721; BNZB - Human Serum; Benzodiazepine mix B; 8-Chloro-1-methyl-6-phenyl-4H-s-triazolo; CAS-28981-97-7; DB-242959; NS00010452; C06817; D00225; A819702; Q319877; W-107015; BRD-K32398298-001-01-4; Alprazolam; European Pharmacopoeia (EP) Reference Standard; 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; (Z)-8-chloro-1-methyl-6-phenyl-4H-benzo[f][1;2;4]triazolo[4;3-a][1;4]diazepine; 4H-(1;2;4)TRIAZOLO(4;3-.ALPHA.)(1;4)BENZODIAZEPINE; 8-CHLORO-1-METHYL-6-PHENYL-; 8-chloranyl-1-methyl-6-phenyl-4H-[1;2;4]triazolo[4;3-a][1;4]benzodiazepine; 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]

InChI Key

VREFGVBLTWBCJP-UHFFFAOYSA-N

InChI

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...

IUPAC Name

8-chloro-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine

CAS Number

28981-97-7

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

35 38 0 0 0 0 0 0 0 0999 V2000
3.5246 -1.0059 -1.9396 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0132 -1.4481 -0.6050 C 0 0 0 0 0 0 0 0 0 0 0 0
3.3516 -2.625...

Download SDF File (3021 bytes)

Experimental Data

Activity Data

Target Ion Channel

Gamma-aminobutyric acid receptor subunit alpha-1

Uniprot Accession Number

P10499

Function

Agonist

Species

Rattus norvegicus (Rat)

IC₅₀

N/A (Not available)

EC₅₀

EC₅₀: 37 nM

K_i

N/A (Not available)

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.4

Holding Potential

Not specified

Temperature

4 °C

Test Method

Binding assay

Test Species

Not specified

Binding Information

Binding Site

Extracellular domain

Binding Site Residue

Benzodiazepine binding site

Disease Information

Related Disease

Not specified

References

DOI

10.1021/jm0202019

URL

N/A (Not available)

PMID

12408715

Patent

N/A (Not available)

Computed Properties

Heavy Atom Count

Rotatable Bonds

logP

3.5801

Complexity

86.891

TPSA (Å²)

43.07

H-Bond Donors

H-Bond Acceptors

Ring Count

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