Details
Stereochemistry | ACHIRAL |
Molecular Formula | C8H10ClN3S |
Molecular Weight | 215.703 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CSC(Cl)=C1NC2=NCCN2
InChI
InChIKey=CVWILQHZFWRYPB-UHFFFAOYSA-N
InChI=1S/C8H10ClN3S/c1-5-4-13-7(9)6(5)12-8-10-2-3-11-8/h4H,2-3H2,1H3,(H2,10,11,12)
Tiamenidine (also known as HOE 440) is a diazacycloalkene derivative patented by Farbwerke Hoechst A.-G. as 2 alpha-sympathomimetic antihypertensive agents. In preclinical models, tiamenidine induces hypotension and bradycardia in renal hypertensive cats and rats and in normal rats and dogs. Furthermore, Tiamenidine inhibits the liberation of norepinephrine from nerves leading to the heart and suppress sympathetic circulatory reflexes in dogs. In clinical trials, Tiamenidine exerts favor influences on systolic and diastolic blood pressure, and reduces plasma noradrenaline and adrenaline levels and suppresses plasma renin activity. Unfortunately, during the withdrawal of Tiamenidine, there is a rebound of blood pressure and plasma noradrenaline and adrenaline, overshooting baseline levels.
Approval Year
PubMed
Title | Date | PubMed |
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Changes in blood pressure, heart rate, and sympathetic activity on abrupt withdrawal of tiamenidine (HOE 440) in essential hypertension. | 1980 Nov |
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Withdrawal phenomena in subjects with essential hypertension on clonidine or tiamenidine. | 1984 Nov |
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Withdrawal reactions following cessation of central alpha-adrenergic receptor agonists. | 1984 Sep-Oct |
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Prediction of drug-target interaction networks from the integration of chemical and genomic spaces. | 2008 Jul 1 |
Patents
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NCI_THESAURUS |
C29709
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31428-61-2
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m10843
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100000082175
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TIAMENIDINE
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C010354
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195V08O55G
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)