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Details

Stereochemistry ACHIRAL
Molecular Formula C14H16ClN3S
Molecular Weight 293.815
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 6-[(4-Chlorophenyl)methyl]-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepin-2-amine

SMILES

NC1=NC2=C(CCN(CC3=CC=C(Cl)C=C3)CC2)S1

InChI

InChIKey=QHNGFZZXGOFXPN-UHFFFAOYSA-N
InChI=1S/C14H16ClN3S/c15-11-3-1-10(2-4-11)9-18-7-5-12-13(6-8-18)19-14(16)17-12/h1-4H,5-9H2,(H2,16,17)

HIDE SMILES / InChI

Molecular Formula C14H16ClN3S
Molecular Weight 293.815
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

B-HT 958 (2-amino-6-(p-chlorobenzyl)-4H-5,6,7,8-tetrahydrothiazolo[5,4-d]az epine), a compound chemically related to clonidine-like drugs of the azepine type, exerts a strong agonistic effect on brain dopamine autoreceptors. B-HT 958 is a partial agonist at peripheral alpha 2-adrenoceptors. In doses of about 1 mg/kg and with low frequency sympathetic stimulation (less than 6.4 Hz) it acts presynaptically as agonist; in this dose the drug acts postsynaptically mainly as antagonist.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Rats: B-HT 958 350 mg/kg i.v. caused significant falls in blood pressure and heart rate which were maximal 5 min after dosing
Route of Administration: Intravenous
In Vitro Use Guide
B-HT 958 (0.1-10 umol/l) reduced electrically induced overflow of tritium at 37 degrees C/5 Hz, had no effect at 23 degrees C/0.5 Hz, and facilitated tritium overflow at 23 degrees C/5 Hz.
Substance Class Chemical
Record UNII
BG8CY57KCH
Record Status Validated (UNII)
Record Version