SML2832
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-]
InChI
1S/C10H10N2.HI/c1-12-7-3-4-8-9(11)5-2-6-10(8)12;/h2-7,11H,1H3;1H
InChI key
JPEZFBFIRRAFNR-UHFFFAOYSA-N
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.
Substrate site-targeting, selective nicotinamide N-methyltransferase (NNMT) inhibitor with in vitro and in vivo efficay.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Harshini Neelakantan et al.
Journal of medicinal chemistry, 60(12), 5015-5028 (2017-05-27)
Nicotinamide N-methyltransferase (NNMT) is a fundamental cytosolic biotransforming enzyme that catalyzes the N-methylation of endogenous and exogenous xenobiotics. We have identified small molecule inhibitors of NNMT with >1000-fold range of activity and developed comprehensive structure-activity relationships (SARs) for NNMT inhibitors.
Mark A Eckert et al.
Nature, 569(7758), 723-728 (2019-05-03)
High-grade serous carcinoma has a poor prognosis, owing primarily to its early dissemination throughout the abdominal cavity. Genomic and proteomic approaches have provided snapshots of the proteogenomics of ovarian cancer1,2, but a systematic examination of both the tumour and stromal
Harshini Neelakantan et al.
Biochemical pharmacology, 147, 141-152 (2017-11-21)
There is a critical need for new mechanism-of-action drugs that reduce the burden of obesity and associated chronic metabolic comorbidities. A potentially novel target to treat obesity and type 2 diabetes is nicotinamide-N-methyltransferase (NNMT), a cytosolic enzyme with newly identified
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML2832-5MG | 04061842492060 |
| SML2832-25MG | 04061842492053 |