SML1055

3-AP-Me

≥98% (HPLC)

• Synonym(s): 2-[(3-Amino-2-pyridinyl)methylene]-N,N-dimethyl-hydrazinecarbothioamide
• Empirical Formula (Hill Notation): C₉H₁₃N₅S
• CAS Number: 1184391-57-8
• Molecular Weight: 223.30
• NACRES: NA.77
• PubChem Substance ID: 329825641
• UNSPSC Code: 12352200
• MDL number: MFCD28124396
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• 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

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable