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C247

Sigma-Aldrich

Cyclazosin hydrochloride

solid

Synonym(s):

1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl) decahydroquinoxaline

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About This Item

Empirical Formula (Hill Notation):
C23H27N5O4 · HCl
CAS Number:
146929-33-1
Molecular Weight:
473.95
MDL number:
MFCD01860867
UNSPSC Code:
12352202
PubChem Substance ID:
24892491
NACRES:
NA.77

form

solid

Quality Level

100

color

white

solubility

H2O: 1.8 mg/mL
methanol: 14 mg/mL
DMSO: 2.5 mg/mL

SMILES string

Cl.COc1cc2nc(nc(N)c2cc1OC)N3CCN(C4CCCCC34)C(=O)c5ccco5

InChI

1S/C23H27N5O4.ClH/c1-30-19-12-14-15(13-20(19)31-2)25-23(26-21(14)24)28-10-9-27(16-6-3-4-7-17(16)28)22(29)18-8-5-11-32-18;/h5,8,11-13,16-17H,3-4,6-7,9-10H2,1-2H3,(H2,24,25,26);1H

InChI key

SKDIDWRQDBIQBS-UHFFFAOYSA-N

Biochem/physiol Actions

α1B-adrenoceptor antagonist.

Features and Benefits

This compound is featured on the α1-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D Giardinà et al.
European journal of pharmacology, 287(1), 13-16 (1995-12-04)
The binding profile of cyclazosin, a new prazosin-related alpha 1-adrenoceptor antagonist, at alpha 1-, alpha 2-adrenoceptors, dopamine D2 and 5-HT1A receptors was compared to that of 5-methylurapidil, spiperone, risperidone and other prazosin-related ligands. In addition, cyclazosin was investigated at native
Hadeel A Alsufyani et al.
Pharmacological reports : PR, 73(1), 255-260 (2020-08-30)
The spleen is a reservoir for circulating blood cells, and can contract to expel them. We have investigated the adrenoceptors involved in isometric contractions of rat spleen produced by noradrenaline (NA) and the α1-adrenoceptor agonist phenylephrine (Phe). Contractions to NA
D Giardinà et al.
Journal of medicinal chemistry, 39(23), 4602-4607 (1996-11-08)
The enantiomers of [4-(4-amino-6, 7-dimethoxyquinazolin-2-yl)-cis-octahydroquinoxalin-1-yl]-fu ran- 2-ylmethanone (cyclazosin, 1) were synthesized from the chiral furan-2-yl(cis-octahydroquinoxalin-1-yl)methanone [(+)-2 and (-)-2], which were obtained by resolution of the racemic amine with (S)-(+)- and (R)-(-)-mandelic acid. The binding profile of the enantiomers of 1

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