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Key Documents

SML2832

Sigma-Aldrich

5-Amino-1-methylquinolinium iodide

≥98% (HPLC)

Synonym(s):

5-Amino-1-MQ iodide, 5-Amino-1-methylquinolinium, iodide (1:1), 5-Amino-1MQ iodide

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About This Item

Empirical Formula (Hill Notation):
C10H11N2·I
CAS Number:
Molecular Weight:
286.11
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

faint red to dark brown

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

C[N+]1=CC=CC2=C(C=CC=C12)N.[I-]

Biochem/physiol Actions

5-Amino-1-methylquinolinium (5-amino-1MQ) is a substrate site-targeting, selective nicotinamide N-methyltransferase (NNMT) inhibitor (IC50 = 1.2 μM; 50 μM SAM, 100 μM NCA) that reduces 3T3-L1 lipogenesis (EC50 = 30μM) and adipocytes 1-methylnicotinamide level (EC50 = 2.3 μM) without affecting related methyltransferases & enzymes in the NAD+ salvage pathway. 5-amino-1MQ shows in vivo therapeutic efficacy in murine models of DIO (20 mg/kg/d sc.), muscle injury (5 or 10 mg/kg bid. sc.), and intraperitoneal HeyA8 ovarian cancer metastasis (20 mg/kg/d ip.) with no adverse effects to the animals (up to 60 mg/kg/d). Note:1.89 mg iodide salt contains 1 mg eq of 5-amino-1MQ.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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