U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H10ClN3S.ClH
Molecular Weight 252.164
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TIAMENIDINE HYDROCHLORIDE

SMILES

Cl.CC1=CSC(Cl)=C1NC2=NCCN2

InChI

InChIKey=RPZYVGSSBVNVCS-UHFFFAOYSA-N
InChI=1S/C8H10ClN3S.ClH/c1-5-4-13-7(9)6(5)12-8-10-2-3-11-8;/h4H,2-3H2,1H3,(H2,10,11,12);1H

HIDE SMILES / InChI

Molecular Formula C8H10ClN3S
Molecular Weight 215.703
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

PubMed

TitleDatePubMed
Changes in blood pressure, heart rate, and sympathetic activity on abrupt withdrawal of tiamenidine (HOE 440) in essential hypertension.
1980 Nov
Withdrawal phenomena in subjects with essential hypertension on clonidine or tiamenidine.
1984 Nov
Withdrawal reactions following cessation of central alpha-adrenergic receptor agonists.
1984 Sep-Oct
Prediction of drug-target interaction networks from the integration of chemical and genomic spaces.
2008 Jul 1
Patents

Patents

Sample Use Guides

1-3mg for 1 year
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:11:22 GMT 2023
Edited
by admin
on Fri Dec 15 15:11:22 GMT 2023
Record UNII
9SE2T8DW90
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIAMENIDINE HYDROCHLORIDE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
2-[(2-Chloro-4-methyl-3-thienyl)amino]-2-imidazoline monohydrochloride
Systematic Name English
HOE-42-440
Code English
TIAMENIDINE HYDROCHLORIDE [USAN]
Common Name English
TIAMENIDINE HYDROCHLORIDE [MI]
Common Name English
TIAMENIDINE HCL
Common Name English
Tiamenidine hydrochloride [WHO-DD]
Common Name English
HOE 42-440
Code English
TIAMENIDINE HYDROCHLORIDE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29709
Created by admin on Fri Dec 15 15:11:22 GMT 2023 , Edited by admin on Fri Dec 15 15:11:22 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID70199273
Created by admin on Fri Dec 15 15:11:22 GMT 2023 , Edited by admin on Fri Dec 15 15:11:22 GMT 2023
PRIMARY
ChEMBL
CHEMBL295409
Created by admin on Fri Dec 15 15:11:22 GMT 2023 , Edited by admin on Fri Dec 15 15:11:22 GMT 2023
PRIMARY
NCI_THESAURUS
C75047
Created by admin on Fri Dec 15 15:11:22 GMT 2023 , Edited by admin on Fri Dec 15 15:11:22 GMT 2023
PRIMARY
ECHA (EC/EINECS)
257-100-4
Created by admin on Fri Dec 15 15:11:22 GMT 2023 , Edited by admin on Fri Dec 15 15:11:22 GMT 2023
PRIMARY
FDA UNII
9SE2T8DW90
Created by admin on Fri Dec 15 15:11:22 GMT 2023 , Edited by admin on Fri Dec 15 15:11:22 GMT 2023
PRIMARY
CAS
51274-83-0
Created by admin on Fri Dec 15 15:11:22 GMT 2023 , Edited by admin on Fri Dec 15 15:11:22 GMT 2023
PRIMARY
MERCK INDEX
m10843
Created by admin on Fri Dec 15 15:11:22 GMT 2023 , Edited by admin on Fri Dec 15 15:11:22 GMT 2023
PRIMARY Merck Index
EVMPD
SUB04853MIG
Created by admin on Fri Dec 15 15:11:22 GMT 2023 , Edited by admin on Fri Dec 15 15:11:22 GMT 2023
PRIMARY
SMS_ID
100000084934
Created by admin on Fri Dec 15 15:11:22 GMT 2023 , Edited by admin on Fri Dec 15 15:11:22 GMT 2023
PRIMARY
PUBCHEM
39973
Created by admin on Fri Dec 15 15:11:22 GMT 2023 , Edited by admin on Fri Dec 15 15:11:22 GMT 2023
PRIMARY
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ACTIVE MOIETY