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SML3747

Sigma-Aldrich

IM1761092 hydrochloride

≥98% (HPLC)

Synonym(s):

IM 1092 hydrochloride, IM 1761092 hydrochloride, IM-1092 hydrochloride, IM-1761092 hydrochloride, IM1092 hydrochloride, N-1-(3-chloro-4-iodo)phenethylbiguanide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C10H13ClIN5·HCl
CAS Number:
1820014-33-2
Molecular Weight:
402.06
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

room temp

SMILES string

ClC1=CC(CCNC(NC(N)=N)=N)=CC=C1I.Cl

InChI key

NSBWTYOKPDFWFE-UHFFFAOYSA-N

Biochem/physiol Actions

IM1761092 (IM1092) is a biguanide-based mammalian respiratory complex I inhibitor that reduces cellular oxygen consumption (IC50 = 3.6 μM post 6h treatment; HEPG2 C3A cells) and exhibits significantly higher potency than metformin and phenformin (by 10- to 2000-fold depending on the conditions) using bovine heart mitochondrial membrane preparations (IM1092/phenformin/metformin IC50 = 32 μM/3.8 mM/99 mM against active complex I, 4 μM/131 μM/33 mM against deactive complex I).

Caution

Hygroscopic

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000252731
0000252732
0000244772

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Hannah R Bridges et al.
Science (New York, N.Y.), 379(6630), 351-357 (2023-01-27)
The molecular mode of action of biguanides, including the drug metformin, which is widely used in the treatment of diabetes, is incompletely characterized. Here, we define the inhibitory drug-target interaction(s) of a model biguanide with mammalian respiratory complex I by

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