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

Details

Stereochemistry ACHIRAL
Molecular Formula C11H11N3O2.ClH
Molecular Weight 253.685
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MIVAZEROL HYDROCHLORIDE

SMILES

Cl.NC(=O)C1=C(O)C(CC2=CNC=N2)=CC=C1

InChI

InChIKey=YJJUPMPFHKRGKP-UHFFFAOYSA-N
InChI=1S/C11H11N3O2.ClH/c12-11(16)9-3-1-2-7(10(9)15)4-8-5-13-6-14-8;/h1-3,5-6,15H,4H2,(H2,12,16)(H,13,14);1H

HIDE SMILES / InChI

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

Molecular Formula C11H11N3O2
Molecular Weight 217.2239
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Mivazerol is a new and selective alpha 2-adrenoceptor agonist, devoid of hypotensive effects, which has been designed to prevent adverse cardiac outcome in perioperative patients with, or at risk coronary artery disease. This compound, which lacks hypotensive effects, has been demonstrated to prevent hyperadrenergic activity and myocardial ischemia in perioperative patients and tachycardia in rats at emergence from halothane anesthesia. This type of ischemia, frequently encountered in postoperative patients, is considered to be a consequence of stress-induced hyperactivation of the sympathetic system. Anti-ischemic effects of this compound have been demonstrated in different animal models of myocardial ischemia, and Mivazerol has also been shown to improve exercise-induced ischemia in patients with angina pectoris.

Approval Year

PubMed

PubMed

TitleDatePubMed
Mivazerol prevents the tachycardia caused by emergence from halothane anesthesia partly through activation of spinal alpha 2-adrenoceptors.
1998 Feb
[Efficacy of oncologic surgery. Does anesthesia influence the postoperative outcome?].
2001 Apr
Alpha-2 adrenergic agonists to prevent perioperative cardiovascular complications: a meta-analysis.
2003 Jun 15
Pharmacologic myocardial protection in patients undergoing noncardiac surgery: a quantitative systematic review.
2003 Sep
[Clonidine and anesthesia].
2004 Mar
Neuroprotective effect of mivazerol, an alpha 2-agonist, after transient forebrain ischemia in rats.
2005 Sep
Perioperative use of alpha2-adrenoceptor agonists and the cardiac patient.
2006 May
Effect of mivazerol, a alpha-agonist, on striatal norepinephrine concentration during transient forebrain ischemia in rats.
2008 Aug
Effects of neuraxial blockade may be difficult to study using large randomized controlled trials: the PeriOperative Epidural Trial (POET) Pilot Study.
2009
Alpha2-adrenergic agonists and their role in the prevention of perioperative adverse cardiac events.
2009 Apr
Hypothermic responses to infection are inhibited by alpha2-adrenoceptor agonists with possible clinical implications.
2009 Oct
Alpha-2 adrenergic agonists for the prevention of cardiac complications among patients undergoing surgery.
2009 Oct 7
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:40:46 GMT 2023
Edited
by admin
on Fri Dec 15 15:40:46 GMT 2023
Record UNII
26T3OU6NN2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MIVAZEROL HYDROCHLORIDE
MI  
Common Name English
MIVAZEROL HYDROCHLORIDE [MI]
Common Name English
3-((1H-IMIDAZOL-4-YL)METHYL)-2-HYDROXYBENZAMIDE HYDROCHLORIDE
Systematic Name English
UCB-22073
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID00155448
Created by admin on Fri Dec 15 15:40:46 GMT 2023 , Edited by admin on Fri Dec 15 15:40:46 GMT 2023
PRIMARY
CAS
127170-73-4
Created by admin on Fri Dec 15 15:40:46 GMT 2023 , Edited by admin on Fri Dec 15 15:40:46 GMT 2023
PRIMARY
PUBCHEM
60783
Created by admin on Fri Dec 15 15:40:46 GMT 2023 , Edited by admin on Fri Dec 15 15:40:46 GMT 2023
PRIMARY
MERCK INDEX
m7576
Created by admin on Fri Dec 15 15:40:46 GMT 2023 , Edited by admin on Fri Dec 15 15:40:46 GMT 2023
PRIMARY Merck Index
FDA UNII
26T3OU6NN2
Created by admin on Fri Dec 15 15:40:46 GMT 2023 , Edited by admin on Fri Dec 15 15:40:46 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY