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Key Documents

Safety Information

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:
Molecular Weight:
473.95
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
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 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

C247-25MG:
C247-BULK:
C247-5MG:
C247-VAR:


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

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