C191

Capsazepine

≥98% (HPLC), solid, TRPV1 antagonist

• Synonym(s): N-[2-(4-Chlorophenyl)ethyl]-1,3,4,5-tetrahydro-7,8-dihydroxy-2H-2-benzazepine-2-carbothioamide
• Empirical Formula (Hill Notation): C₁₉H₂₁ClN₂O₂S
• CAS Number: 138977-28-3
• Molecular Weight: 376.90
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277967
• NACRES: NA.77
• MDL number: MFCD00153778
• Assay: ≥98% (HPLC)
• Form: solid

Properties

• Product Name: Capsazepine, ≥98% (HPLC), solid
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: solid
• color: off-white
• solubility: DMSO: >10 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: Oc1cc2CCCN(Cc2cc1O)C(=S)NCCc3ccc(Cl)cc3
• InChI: 1S/C19H21ClN2O2S/c20-16-5-3-13(4-6-16)7-8-21-19(25)22-9-1-2-14-10-17(23)18(24)11-15(14)12-22/h3-6,10-11,23-24H,1-2,7-9,12H2,(H,21,25)
• InChI key: DRCMAZOSEIMCHM-UHFFFAOYSA-N
• Gene Information: human ... TRPV1(7442), TRPV4(59341) ; rat ... Trpv1(83810)

Description

Application

Capsazepine has been used as a transient receptor potential vanilloid-1 (TRPV1) antagonist:

• to study its effect on capsaicin induced extracellular signal-regulated kinase (ERK) phosphorylation
• to study the role of TRPV1 in central terminals on nociception in rats
• for functional characterization of the TRPV1 in bull spermatozoa

Biochem/physiol Actions

Capsazepine is a synthetic analog of capsaicin and a transient receptor potential vanilloid-1 (TRPV1) antagonist. It exhibits anti-proliferative and anti-cancer effects in various cancer types including oral squamous cell carcinoma, non-small cell lung cancer (NSCLC), breast cancer, and prostate cancer cell lines (HSC-3, H460, MDA-231, and PC-3 respectively). Capsazepine recovers impaired lung mechanics during endotoxemia and it may be a potential therapeutic target for acute lung injury (ALI).

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)