(S)-(-)-Carvedilol

Modify Date: 2024-01-03 14:26:16

(S)-(-)-Carvedilol Structure
(S)-(-)-Carvedilol structure
Common Name (S)-(-)-Carvedilol
CAS Number 95094-00-1 Molecular Weight 406.47400
Density 1.25 g/cm3 Boiling Point 655.2ºC at 760 mmHg
Molecular Formula C24H26N2O4 Melting Point 114-115ºC
MSDS N/A Flash Point 350.1ºC

 Use of (S)-(-)-Carvedilol


(S)-Carvedilol, the S-enantiomer of Carvedilol, is a non-selective β/α-1 blocker. (S)-Carvedilol exerts protection against the vascular or cardiac toxicity of Doxorubicin (DOX)[1].

 Names

Name (2S)-1-(9H-carbazol-4-yloxy)-3-[2-(2-methoxyphenoxy)ethylamino]propan-2-ol
Synonym More Synonyms

 (S)-(-)-Carvedilol Biological Activity

Description (S)-Carvedilol, the S-enantiomer of Carvedilol, is a non-selective β/α-1 blocker. (S)-Carvedilol exerts protection against the vascular or cardiac toxicity of Doxorubicin (DOX)[1].
Related Catalog
Target

β/α-1 adrenergic receptor[1]

In Vitro The β-receptor blocking activity of (S)-Carvedilol is about 100 times greater than that of (R)-Carvedilol, whereas both enantiomers show equipotent potency as α-blockers[1]. (S)-Carvedilol significantly attenuates Doxorubicin (DOX)-induced cell death, apoptotic morphological changes, decrease the mitochondrial membrane potential and oxidative stress responses by increasing the superoxide dismutase and catalase activities, and decreasing malondialdehyde contents and reactive oxygen species levels via the PI3K/AKT/eNO synthase pathway in vitro[1]. (S)-Carvedilol treatment significantly upregulates the expression levels of p-eNOS in HUVECs[1].
References

[1]. Wu T, et al. Protective effects of S-carvedilol on doxorubicin-induced damages to human umbilical vein endothelial cells and rats. J Appl Toxicol. 2019 Aug;39(8):1233-1244.

 Chemical & Physical Properties

Density 1.25 g/cm3
Boiling Point 655.2ºC at 760 mmHg
Melting Point 114-115ºC
Molecular Formula C24H26N2O4
Molecular Weight 406.47400
Flash Point 350.1ºC
Exact Mass 406.18900
PSA 75.74000
LogP 4.12890
Storage condition 2-8°C

 Synthetic Route

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(S)-(-)-Carvedilol Structure

(S)-(-)-Carvedilol

CAS#:95094-00-1

Literature: WO2007/97504 A1, ; Page/Page column 24-27 ;

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(S)-(-)-Carvedilol Structure

(S)-(-)-Carvedilol

CAS#:95094-00-1

Literature: Crystal Growth and Design, , vol. 10, # 6 p. 2713 - 2733

 Precursor & DownStream

Precursor  1

DownStream  0

 Synonyms

UNII-0K47UL67F2 component OGHNVEJMJSYVRP-KRWDZBQOSA-N
(S)-(-)-Carvedilol
Carvedilol Impurity 11
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