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
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)
DescriptionCurator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/6126817 | https://www.ncbi.nlm.nih.gov/pubmed/3006858
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/6126817 | https://www.ncbi.nlm.nih.gov/pubmed/3006858
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.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| B-HT 958 lowers blood pressure and heart rate in the rat through stimulation of dopamine receptors. | 1986-02 |
|
| B-HT 958--an antagonist at alpha 2-adrenoceptors and an agonist at dopamine autoreceptors in the brain. | 1984-11-13 |
|
| B-HT 958 stimulates dopamine autoreceptors but blocks noradrenaline autoreceptors in the brain. | 1984-11 |
Sample Use Guides
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
Curator's Comment: Slices from nucleus accumbens of the rat were preincubated with 3H-dopamine and superfused at 23 degrees C or 37 degrees C. Electrical field stimulation was applied using frequencies of 0.5 or 5 Hz.
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.
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134342
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BG8CY57KCH
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DTXSID501003725
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83718-64-3
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![Structure of 6-[(4-Chlorophenyl)methyl]-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepin-2-amine](/img/af8fff0c-dc02-4732-84fe-b50b13c88a9e.svg "Structure of 6-[(4-Chlorophenyl)methyl]-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepin-2-amine")