Adinazolam

Title: Adinazolam
CAS Registry Number: 37115-32-5
CAS Name: 8-Chloro-N,N-dimethyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-1-methanamine
Additional Names: 8-chloro-1-[(dimethylamino)methyl]-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine
Manufacturers' Codes: U-41123
Molecular Formula: C19H18ClN5
Molecular Weight: 351.83
Percent Composition: C 64.86%, H 5.16%, Cl 10.08%, N 19.91%
Literature References: Triazolobenzodiazepine; dimethylamino derivative of alprazolam, q.v. Prepn: H. Allgeier, A. Gagneux, DE 2201210; GB 1393256 (1972, 1975 both to Ciba-Geigy); J. B. Hester, Jr., US 4250094 (1984 to Upjohn); idem, J. Heterocycl. Chem. 17, 575 (1980). Chromatographic determn in human plasma: G. W. Peng, J. Pharm. Sci. 73, 1173 (1984). Pharmacological profile: R. A. Lahti et al., Neuropharmacology 22, 1277 (1983). Biological activity and metabolism: V. H. Sethy et al., J. Pharm. Pharmacol. 36, 546 (1984). Preliminary clinical study in severe depression: R. E. Pyke et al., Psychopharmacol. Bull. 19, 96 (1983).
Properties: Crystals from ethyl acetate, mp 171-172.5° (US 4250094). Also reported as mp 165-166° (DE 2201210).
Melting point: mp 171-172.5° (US 4250094); mp 165-166° (DE 2201210)
Derivative Type: Methanesulfonate
CAS Registry Number: 57938-82-6
Additional Names: Adinazolam mesylate
Trademarks: Deracyn (Upjohn)
Molecular Formula: C19H18ClN5.CH3SO3H
Molecular Weight: 447.94
Percent Composition: C 53.63%, H 4.95%, Cl 7.91%, N 15.63%, S 7.16%, O 10.72%
Properties: Crystals from methanol-ether, mp 230-244°.
Melting point: mp 230-244°
Therap-Cat: Antidepressant.
Keywords: Antidepressant; Tricyclics.
Adiphenine Adipic Acid Adiponectin Adipsin Adlumidine

Adinazolam
Adinazolam.svg
Adinazolam3d.png
Systematic (IUPAC) name
1-(8-chloro-6-phenyl-4H-[1,2,4]triazolo[4,5-a]
[1,4]benzodiazepin-1-yl)-N,N-dimethylmethanamine
Clinical data
Pregnancy cat.  ?
Legal status Schedule IV(US)
Routes Oral
Pharmacokinetic data
Bioavailability  ?
Metabolism Hepatic
Half-life < 3 hours
Excretion Renal
Identifiers
CAS number 37115-32-5 YesY
ATC code N05BA07
PubChem CID 37632
DrugBank DB00546
ChemSpider 34519 YesY
UNII KN08449444 YesY
KEGG D02770 YesY
ChEBI CHEBI:251412 YesY
ChEMBL CHEMBL328250 YesY
Chemical data
Formula C19H18ClN5 
Mol. mass 351.8
 YesY (what is this?)  (verify)

Adinazolam[1] (marketed under the brand name Deracyn) is a benzodiazepine derivative, and more specifically, a triazolobenzodiazepine (TBZD). It possesses anxiolytic, anticonvulsant, sedative, and antidepressant[2] properties. Adinazolam was developed by Dr. Jackson B. Hester, who was seeking to enhance the antidepressant properties of alprazolam, which he also developed.[3] Adinazolam was never FDA approved and never made available to the public market.