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SML0308

Sigma-Aldrich

Carbazeran

≥95% (HPLC), Aldehyde oxidase (AO) substrate, powder

Synonym(s):

N-Ethyl-carbamic acid 1-(6,7-dimethoxy-1-phthalazinyl)-4-piperidinyl ester, UK 31557

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About This Item

Empirical Formula (Hill Notation):
C18H24N4O4
CAS Number:
70724-25-3
Molecular Weight:
360.41
MDL number:
MFCD00867107
UNSPSC Code:
41106305
PubChem Substance ID:
329825313
NACRES:
NA.77

Key Documents

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Product Name

Carbazeran, ≥95% (HPLC)

Quality Level

100

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: ≥2 mg/mL at warmed

storage temp.

2-8°C

SMILES string

CCNC(=O)OC1CCN(CC1)c2nncc3cc(OC)c(OC)cc23

InChI

1S/C18H24N4O4/c1-4-19-18(23)26-13-5-7-22(8-6-13)17-14-10-16(25-3)15(24-2)9-12(14)11-20-21-17/h9-11,13H,4-8H2,1-3H3,(H,19,23)

InChI key

QJGVXJYGDBSPSJ-UHFFFAOYSA-N

Related Categories

General description

Carbazeran is usedin the treatment of heart failure.

Biochem/physiol Actions

Aldehyde oxidase (AO) substrate; inotropic agent and phosphodiesterase inhibitor
Carbazeran is an Aldehyde oxidase (AO) substrate and a phosphodiesterase inhibitor that produces concentration-dependent positive inotropic responses. In humans, the compound is almost completely cleared via 4-hydroxylation to the phthalazinone metabolite by AO.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000202711
0000185948
0000185949
0000156762
0000156761

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B Kaye et al.
Xenobiotica; the fate of foreign compounds in biological systems, 15(3), 237-242 (1985-03-01)
The metabolism of carbazeran has been investigated in vitro using liver cytosol from dog, baboon and man. Carbazeran was not metabolized in cytosol prepared from dog liver but was rapidly metabolized to a single product in baboon- and human-liver cytosol.
Phosphodiesterase inhibitors: haemodynamic effects related to the treatment of cardiac failure.
W S Hillis et al.
European heart journal, 3 Suppl D, 97-101 (1982-12-01)
Raman Sharma et al.
Drug metabolism and disposition: the biological fate of chemicals, 40(3), 625-634 (2011-12-23)
The pharmacokinetic properties of drugs may be altered by kinetic deuterium isotope effects. With specifically deuterated model substrates and drugs metabolized by aldehyde oxidase, we demonstrate how knowledge of the enzyme's reaction mechanism, species differences in the role played by
Maki Miyamoto et al.
Xenobiotica; the fate of foreign compounds in biological systems, 47(12), 1052-1063 (2016-11-29)
1. The aim of the present study was to evaluate the usefulness of chimeric mice with humanised liver (PXB mice) for the prediction of clearance (CL
D el Allaf et al.
Archives internationales de physiologie et de biochimie, 92(4), S69-S79 (1984-11-01)
Compounds with phosphodiesterase inhibitory activity stimulate myocardial contractility by increasing the intracellular cyclic AMP concentrations. They can also increase Ca2+ entry and inhibit Ca2+ sequestration by the sarcoplasmic reticulum. Xanthines produce bronchodilation with associated venous and arteriolar dilation. However, their
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磷酸二酯酶类

环核苷酸磷酸二酯酶 (PDEs) 催化 cAMP 和/或 cGMP 的水解。存在有11种不同的哺乳动物PDE家族。

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