SML1055
3-AP-Me
≥98% (HPLC)
Synonym(s):
2-[(3-Amino-2-pyridinyl)methylene]-N,N-dimethyl-hydrazinecarbothioamide
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About This Item
Empirical Formula (Hill Notation):
C9H13N5S
CAS Number:
Molecular Weight:
223.30
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 20 mg/mL, clear
storage temp.
2-8°C
SMILES string
CN(C)C(N/N=C/C1=C(N)C=CC=N1)=S
InChI
1S/C9H13N5S/c1-14(2)9(15)13-12-6-8-7(10)4-3-5-11-8/h3-6H,10H2,1-2H3,(H,13,15)/b12-6+
InChI key
DQVSEUUIXQTWRB-WUXMJOGZSA-N
Biochem/physiol Actions
3-AP-Me is a dimethyl derivative of the ribonucleotide reductase inhibitor 3-AP (SML0568). 3-AP-Me is a potent inducer of ER stress and the unfolded protein response in cancer cell lines, incuding IRE1, PERK and ATF6 activity. Treatment with 3-AP-Me induces CHOP expression, phosphorylation of eIF2α, up-regulation of ATF4 and Bim, and causes mitochondrial membrane depolarization and apoptosis.
3-AP-Me is a potent inducer of ER stress.
Features and Benefits
This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Articles
Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.
Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML1055-5MG | 04061833025888 |
| SML1055-25MG | 04061833025871 |