Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C27H29NO |
Molecular Weight | 383.5253 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@H]([C@H](O)C1=CC=CC=C1)N(C)CC=C2C3=C(CCC4=C2C=CC=C4)C=CC=C3
InChI
InChIKey=BHVGOYREXHCFOE-DCFHFQCYSA-N
InChI=1S/C27H29NO/c1-20(27(29)23-12-4-3-5-13-23)28(2)19-18-26-24-14-8-6-10-21(24)16-17-22-11-7-9-15-25(22)26/h3-15,18,20,27,29H,16-17,19H2,1-2H3/t20-,27-/m0/s1
Molecular Formula | C27H29NO |
Molecular Weight | 383.5253 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Trecadrine is a beta3-adrenergic agonist. Trecadrine could have normalized the oxygen consumption by the liver, in which other metabolic pathways could be involved. The administration of Trecadrine produced a statistically significant decrease in glucose levels, which is not related to changes in insulin levels. Trecadrine administration to animals significantly inhibited galactose intestinal absorption, which was independently confirmed by additional in-vitro studies and decreased disaccharidase activities. Trecadrine enhance glucose storage in liver, probably through a non-insulin dependent mechanism of action. Trecadrine administration may have a therapeutic potential in disorders associated with hypertriglyceridemia such as obesity and some types of hyperlipidaemias. Trecadrine shows a potent hypoglycaemic effect in the alloxan-induced model of diabetes in rats by decreasing hepatic glucose output and improving muscle glucose uptake.
Originator
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Effects on energy utilization of a beta3-adrenergic agonist in rats fed on a cafeteria diet. | 1997 Sep |
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A beta3-adrenergic agonist increases muscle GLUT1/GLUT4 ratio, and regulates liver glucose utilization in diabetic rats. | 1999 Mar |
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Hypolipidemic properties of a diphenyl-methylen-ethylamine derivative with affinity for beta 3-adrenoceptors in a model of hypercholesterolemia. | 1999 Oct 30 |
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Up-regulation of muscle UCP2 gene expression by a new beta3-adrenoceptor agonist, trecadrine, in obese (cafeteria) rodents, but down-regulation in lean animals. | 2000 Feb |
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Free fatty acids are involved in the inverse relationship between hormone-sensitive lipase (HSL) activity and expression in adipose tissue after high-fat feeding or beta3-adrenergic stimulation. | 2000 May |
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Divergent effects of an alpha2-adrenergic antagonist on lipolysis and thermogenesis: interactions with a beta3-adrenergic agonist in rats. | 2001 Jul |
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Effects of Trecadrine, a beta3-adrenergic agonist, on leptin secretion, glucose and lipid metabolism in isolated rat adipocytes. | 2002 Jul |
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Interactions between an alpha2-adrenergic antagonist and a beta3-adrenergic agonist on the expression of UCP2 and UCP3 in rats. | 2002 Mar |
|
Effects of a beta3-adrenergic agonist on glucose uptake and leptin expression and secretion in cultured adipocytes from lean and overweight (cafeteria) rats. | 2002 Mar 15 |
|
Effects of a beta3-adrenergic agonist on the immune response in diet-induced (cafeteria) obese animals. | 2003 Sep |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 17:37:57 GMT 2023
by
admin
on
Sat Dec 16 17:37:57 GMT 2023
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Record UNII |
34H206R8A5
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Record Status |
Validated (UNII)
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Record Version |
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-
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Official Name | English | ||
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Common Name | English |
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NCI_THESAURUS |
C48149
Created by
admin on Sat Dec 16 17:37:57 GMT 2023 , Edited by admin on Sat Dec 16 17:37:57 GMT 2023
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C101319
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34H206R8A5
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90845-56-0
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11740693
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CHEMBL2304037
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100000077498
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SUB11227MIG
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5651
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C66619
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Related Record | Type | Details | ||
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ACTIVE MOIETY |