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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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
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

Articles

α1-Adrenoceptor Characteristics and Modulators

Review alpha 1 adrenoceptors as well as their agonists, antagonists, and tissue expression patterns. We suggest several modulators and alternatives for working with a-1 adrenoreceptors.

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