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Safety Information

SML2401

Sigma-Aldrich

Imeglimin hydrochloride

≥98% (HPLC)

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Synonym(s):
(6R)-1,6-dihydro-N,N,6-trimethyl-1,3,5-Triazine-2,4-diamine Hydrochloride,, (6R)-3,6-Dihydro-N2,N2,6-trimethyl-1,3,5-triazine-2,4-diamine, EMD 387008 Hydrochloride, EMD-387008 Hydrochloride, R-(4-Imino-6-methyl-1,4,5,6-tetrahydro-[1,3,5]trazin-2-yl)dimethylamine Hydrochloride
Empirical Formula (Hill Notation):
C6H13N5 · xHCl
CAS Number:
Molecular Weight:
155.20 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C6H13N5.ClH/c1-4-8-5(7)10-6(9-4)11(2)3;/h4H,1-3H3,(H3,7,8,9,10);1H/t4-;/m1./s1

InChI key

UXHLCYMTNMEXKZ-PGMHMLKASA-N

Biochem/physiol Actions

Imeglimin is a first-in-class oral glucose-lowering agent whose mechanism of action targets mitochondrial bioenergetics, resulting in increased insulin secretion in response to glucose, improved glucose uptake by skeletal muscle, and suppression of gluconeogenesis. Imeglimin has been shown to decrease reactive oxygen species overproduction and delay mPTP opening, preventing cell death during oxidative stress, protecting beta-cells. In an animal model, it has been shown to reduce metabolic syndrome-related diabetic cardiomyopathy.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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D Detaille et al.
Cell death discovery, 2, 15072-15072 (2016-08-24)
Imeglimin is the first in a new class of oral glucose-lowering agents, having recently completed its phase 2b trial. As Imeglimin did show a full prevention of β-cell apoptosis, and since angiopathy represents a major complication of diabetes, we studied
P577 Short- and long-term imeglimin treatment reduces metabolic syndrome-related diabetic cardiomyopathy
Lachaux M, Hamzaoui M, Nicol L, Fouqueray P, Bolze S, Hallakou-Bozec S, Richard V, Mulder P
European Heart Journal, 38 (2017)

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