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Details

Stereochemistry ACHIRAL
Molecular Formula C17H12Cl2N4O
Molecular Weight 359.209
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .ALPHA.-HYDROXYTRIAZOLAM

SMILES

OCC1=NN=C2CN=C(C3=CC=CC=C3Cl)C4=CC(Cl)=CC=C4N12

InChI

InChIKey=BHUYWUDMVCLHND-UHFFFAOYSA-N
InChI=1S/C17H12Cl2N4O/c18-10-5-6-14-12(7-10)17(11-3-1-2-4-13(11)19)20-8-15-21-22-16(9-24)23(14)15/h1-7,24H,8-9H2

HIDE SMILES / InChI

Molecular Formula C17H12Cl2N4O
Molecular Weight 359.209
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

a-Hydroxytriazolam is a major urinary and blood metabolite of the benzodiazepine, triazolam, a pharmaceutical used to treat severe insomnia. It is suitable for use in LC/MS or GC/MS applications for clinical toxicology, forensic analysis, urine drug testing, or pharmaceutical research. Triazolam is a triazolobenzodiazepine with hypnotic properties, advocated for use in acute or chronic insomnia, situational insomnia in hospitalised patients, and insomnia associated with other disease states. As triazolam has a relatively short half-life of about 2 to 3 hours in healthy subjects and has only 1 short acting active metabolite, alpha-hydroxytriazolam. a-Hydroxytriazolam is reported to have 50 to 100 % of the pharmacological activity of the parent compound. Triazolam (marketed in English-speaking countries under the brand names Apo-Triazo, Halcion, Hypam, and Trilam) is a benzodiazepine drug. It possesses pharmacological properties similar to that of other benzodiazepines, but it is generally only used as a sedative to treat severe insomnia. In addition to the hypnotic properties triazolam possesses, amnesic, anxiolytic, sedative, anticonvulsant and muscle relaxant properties are also present.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.8 nM [Ki]
0.8 nM [Ki]
0.59 nM [Ki]
1.43 nM [Ki]
1.54 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Halcion

PubMed

Sample Use Guides

In Vivo Use Guide
Usual hypnotic doses of triazolam 0.25 or 0.5 mg per day
Route of Administration: Oral
In Vitro Use Guide
The incubation mixture contained triazolam (substrate concentration: 0–250 nM; therapeutic level 6–60 nM, toxic level 120 nM, fatal level 200–300 nM) in a total volume of 0.5 ml. Incubations were carried out in microsomes from three pooled human livers t for 20 min in a shaking water-bath at 37 C.
Substance Class Chemical
Record UNII
J53Y2M2SAH
Record Status Validated (UNII)
Record Version