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SMB00928

4′-Hydroxy carvedilol

Synonym(s):

4′-Hydroxy carvedilol, 4′-Hydroxyphenyl carvedilol, 4′-OH carvedilol, 4′OH-CVD, 4-(2-(3-(9H-carbazol-4-yloxy)-2-hydroxypropylamino)ethoxy)-3-methoxyphenol, 4-[2-[[3-(9H-Carbazol-4-yloxy)-2-hydroxypropyl]amino]ethoxy]-3-methoxyphenol, 4OHC, BM 140686, BM 14686, Carvedilol metabolite M4

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About This Item

Empirical Formula (Hill Notation):
C24H26N2O5
CAS Number:
142227-49-4
Molecular Weight:
422.47
UNSPSC Code:
12352200
NACRES:
NA.25
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assay

≥95%

Quality Segment

100

form

solid

color

off-white to white

storage temp.

2-8°C

SMILES string

[nH]1c2c(c4c1cccc4)c(ccc2)OCC(O)CNCCOc3c(cc(cc3)O)OC

InChI

1S/C24H26N2O5/c1-29-23-13-16(27)9-10-21(23)30-12-11-25-14-17(28)15-31-22-8-4-7-20-24(22)18-5-2-3-6-19(18)26-20/h2-10,13,17,25-28H,11-12,14-15H2,1H3

InChI key

ZCJHEORDHXCJNB-UHFFFAOYSA-N

General description

Carvedilol is a β- and α1-adrenoreceptor blocker for the treatment of hypertension and congestive heart failure (CHF). The drug is metabolized by CYP2D6 (to 4′-OH and 5′-OH), CYP2C9 (to O-desmethyl), CYP1A2 (to 8-OH). It is also oxidized to 1-OH carvedilol, but the enzyme involved is not yet clear. These metabolites are useful markers for studying and monitoring the activities of cytochrome metabolizing enzymes. M4 metabolite (4′-OH), but not M2 or M5, is most likely to contribute to total β-adrenoceptor blocking activity due to its higher potency.

Application

Metabolomics

Other Notes

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pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Warning

hcodes

H373,H411

Hazard Classifications

Aquatic Chronic 2 - STOT RE 2

target_organs

Liver,spleen,Uterus (including cervix),Adrenal gland

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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