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Details

Stereochemistry RACEMIC
Molecular Formula C18H22N2O2.ClH
Molecular Weight 334.84
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARAZOLOL HYDROCHLORIDE

SMILES

Cl.CC(C)NCC(O)COC1=CC=CC2=C1C3=CC=CC=C3N2

InChI

InChIKey=DXYNUICMBSWZMR-UHFFFAOYSA-N
InChI=1S/C18H22N2O2.ClH/c1-12(2)19-10-13(21)11-22-17-9-5-8-16-18(17)14-6-3-4-7-15(14)20-16;/h3-9,12-13,19-21H,10-11H2,1-2H3;1H

HIDE SMILES / InChI

Molecular Formula C18H22N2O2
Molecular Weight 298.3795
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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

Carazolol is a beta1/beta2 adrenoreceptor blocking agent. Activity and safety of the drug were evaluated in clinical trials that were conducted in healthy subjects and in patients suffering from either chronic bronchitis or asthma. The drug, however, was not developed for human use. Instead, carazolol is used in to reduce stress in animals during transportation. In veterinary medicine, carazolol is given by intramuscular injection to pigs is indicated in stress-inducing situations. In cattle, carazolol is intended to be used for the prevention of shipment stress caused by transportation and formation of new herds.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P08588
Gene ID: 153.0
Gene Symbol: ADRB1
Target Organism: Homo sapiens (Human)
0.15 nM [Ki]
Target ID: P07550|||Q53GA6|||Q9UCZ3
Gene ID: 154.0
Gene Symbol: ADRB2
Target Organism: Homo sapiens (Human)
0.15 nM [Ki]
PubMed

PubMed

TitleDatePubMed
Carazolol, an extremely potent beta-adrenergic blocker: binding to beta-receptors in brain membranes.
1979 Jun 11
Carazolol: a potent, selective beta 3-adrenoceptor agonist.
1995 Nov 30
Multiresidue analysis of tranquilizers and the beta-blocker Carazolol in meat by liquid chromatography/tandem mass spectrometry.
2001
Evidence for the binding of beta-adrenoceptor blockers to microsomal Na+/K+-ATPase in guinea pig heart preparations.
2001 Jan
Development of a rapid screening test for veterinary sedatives and the beta-blocker carazolol in porcine kidney by ELISA.
2004 Feb
Influence of supplemental magnesium, tryptophan, vitamin C, and vitamin E on stress responses of pigs to vibration.
2005 Jul
Effect of carazolol on the oestrous behaviour and concentrations of luteinising hormone and steroids in lactating cows during the periovulatory period.
2007 Jun 9
Determination of residues of azaperone in the kidneys by liquid chromatography with fluorescence detection.
2007 Mar 14
Biochemistry. Signaling across the cell membrane.
2007 Nov 23
High-resolution crystal structure of an engineered human beta2-adrenergic G protein-coupled receptor.
2007 Nov 23
GPCR engineering yields high-resolution structural insights into beta2-adrenergic receptor function.
2007 Nov 23
Selective structure-based virtual screening for full and partial agonists of the beta2 adrenergic receptor.
2008 Aug 28
Comprehensive screening and quantification of veterinary drugs in milk using UPLC-ToF-MS.
2008 Jul
Active state-like conformational elements in the beta2-AR and a photoactivated intermediate of rhodopsin identified by dynamic properties of GPCRs.
2008 Jul 15
Structure of a beta1-adrenergic G-protein-coupled receptor.
2008 Jul 24
Crystallizing thinking about the beta2-adrenergic receptor.
2008 May
On the applicability of GPCR homology models to computer-aided drug discovery: a comparison between in silico and crystal structures of the beta2-adrenergic receptor.
2008 May 22
Structural constraints for the binding of short peptides to claudin-4 revealed by surface plasmon resonance.
2008 Nov 7
Use of the X-ray structure of the beta2-adrenergic receptor for drug discovery. Part 2: Identification of active compounds.
2008 Oct 15
Structural basis for ligand binding and specificity in adrenergic receptors: implications for GPCR-targeted drug discovery.
2008 Oct 21
Virtual screening of GPCRs: an in silico chemogenomics approach.
2008 Sep 6
[Determination of azaperone and carazolol residues in animals kidney using LC-MS/MS method].
2009
Computing highly correlated positions using mutual information and graph theory for G protein-coupled receptors.
2009
Rapid method for the determination of tranquilizers and a beta-blocker in porcine and bovine kidney by liquid chromatography with tandem mass spectrometry.
2009 Apr 1
Chiral separation of beta-adrenergic blockers on CelluCoat column by HPLC.
2009 Apr 30
G-protein-coupled receptor structure: what can we learn?
2009 Feb 24
X-ray structure breakthroughs in the GPCR transmembrane region.
2009 Jul 1
Analysis of full and partial agonists binding to beta2-adrenergic receptor suggests a role of transmembrane helix V in agonist-specific conformational changes.
2009 Jul-Aug
Allosteric modulation of adenosine receptors.
2009 Mar
Identifying conformational changes of the beta(2) adrenoceptor that enable accurate prediction of ligand/receptor interactions and screening for GPCR modulators.
2009 May
Ligand-regulated oligomerization of beta(2)-adrenoceptors in a model lipid bilayer.
2009 Nov 4
Ligand entry and exit pathways in the beta2-adrenergic receptor.
2009 Oct 2
FoldGPCR: structure prediction protocol for the transmembrane domain of G protein-coupled receptors from class A.
2010 Aug 1
Dynamics of the beta2-adrenergic G-protein coupled receptor revealed by hydrogen-deuterium exchange.
2010 Feb 1
Chiral separations of some beta-adrenergic agonists and antagonists on AmyCoat column by HPLC.
2010 Jan
Ligand-specific regulation of the extracellular surface of a G-protein-coupled receptor.
2010 Jan 7
Lambing rates and litter size following carazolol administration prior to insemination in Kivircik ewes.
2010 Mar
Predicting drug-target interaction networks based on functional groups and biological features.
2010 Mar 11
Cell distribution after intracoronary bone marrow stem cell delivery in damaged and undamaged myocardium: implications for clinical trials.
2010 Mar 15
Forced unbinding of GPR17 ligands from wild type and R255I mutant receptor models through a computational approach.
2010 Mar 16
Structure-based discovery of A2A adenosine receptor ligands.
2010 May 13
Human health risk assessment of pharmaceuticals in water: issues and challenges ahead.
2010 Nov
A full pharmacological analysis of the three turkey β-adrenoceptors and comparison with the human β-adrenoceptors.
2010 Nov 30
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:06:25 GMT 2023
Edited
by admin
on Sat Dec 16 11:06:25 GMT 2023
Record UNII
4IVL5T473E
Record Status Validated (UNII)
Record Version
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Name Type Language
CARAZOLOL HYDROCHLORIDE
Common Name English
2-PROPANOL, 1-(9H-CARBAZOL-4-YLOXY)-3-((1-METHYLETHYL)AMINO)-, HYDROCHLORIDE (1:1)
Systematic Name English
NSC-305336
Code English
Code System Code Type Description
SMS_ID
300000029155
Created by admin on Sat Dec 16 11:06:25 GMT 2023 , Edited by admin on Sat Dec 16 11:06:25 GMT 2023
PRIMARY
NSC
305336
Created by admin on Sat Dec 16 11:06:25 GMT 2023 , Edited by admin on Sat Dec 16 11:06:25 GMT 2023
PRIMARY
FDA UNII
4IVL5T473E
Created by admin on Sat Dec 16 11:06:25 GMT 2023 , Edited by admin on Sat Dec 16 11:06:25 GMT 2023
PRIMARY
PUBCHEM
20032198
Created by admin on Sat Dec 16 11:06:25 GMT 2023 , Edited by admin on Sat Dec 16 11:06:25 GMT 2023
PRIMARY
CAS
51997-43-4
Created by admin on Sat Dec 16 11:06:25 GMT 2023 , Edited by admin on Sat Dec 16 11:06:25 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE