C191

Capsazepine

≥98% (HPLC), solid, TRPV1 antagonist

• Synonym(e): N-[2-(4-Chlorophenyl)ethyl]-1,3,4,5-tetrahydro-7,8-dihydroxy-2H-2-benzazepine-2-carbothioamide
• Empirische Formel (Hill-System): C₁₉H₂₁ClN₂O₂S
• CAS-Nummer: 138977-28-3
• Molekulargewicht: 376.90
• MDL-Nummer: MFCD00153778
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24277967
• NACRES: NA.77

Eigenschaften

• Produktbezeichnung: Capsazepine, ≥98% (HPLC), solid
• Qualitätsniveau: 100
• Assay: ≥98% (HPLC)
• Form: solid
• Farbe: off-white
• Löslichkeit: DMSO: >10 mg/mL, clear
• Lagertemp.: 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)
• InChIKey: DRCMAZOSEIMCHM-UHFFFAOYSA-N
• Angaben zum Gen: human ... TRPV1(7442) , TRPV4(59341) ; rat ... Trpv1(83810)

Beschreibung

Anwendung

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[1]
• to study the role of TRPV1 in central terminals on nociception in rats[2]
• for functional characterization of the TRPV1 in bull spermatozoa[3]

Biochem./physiol. Wirkung

Capsazepine is a synthetic analog of capsaicin and a transient receptor potential vanilloid-1 (TRPV1) antagonist.[1] 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).[4] Capsazepine recovers impaired lung mechanics during endotoxemia and it may be a potential therapeutic target for acute lung injury (ALI).[5]

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)