- Capsazepine
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- $48.00
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2026-07-14
- CAS:138977-28-3
- Purity: 98.92%
- Supply Ability: 10g
- CAPSAZEPINE
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- $15.00
-
2021-08-11
- CAS:138977-28-3
- Min. Order: 1KG
- Purity: 99%+ HPLC
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| | CAPSAZEPINE Basic information |
| Product Name: | CAPSAZEPINE | | Synonyms: | CAPSAZEPINE;N-[2-(CHLOROPHENYL)ETHYL]-1,3,4,5-TETRAHYDRO-7,8-DIHYDROXY-2H-2-BENZAZEPINE-2-CARBOTHIOAMIDE;N-[2-(4-CHLOROPHENYL)ETHYL]-1,3,4,5-TETRAHYDRO-7,8-DIHYDROXY-2H-2-BENZAZEPINE-2-CARBOTHIOAMIDE;CAPSAZEPINE SYNTHETIC ANALOG OF C;2-[[2-(4-Chlorophenyl)ethylamino]thiocarbonyl]-2,3,4,5-tetrahydro-1H-2-benzazepine-7,8-diol;Capsazepine,98%;7;8-DIHYDROXY-2H-2-BENZAZEPINE-2-CARBOTHIOAMIDE;8-dihydroxy-2H-2-benzazepine-2-carbothioamide | | CAS: | 138977-28-3 | | MF: | C19H21ClN2O2S | | MW: | 376.9 | | EINECS: | | | Product Categories: | Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Vanilloid/TRPV channel;Ion Channels;Amines;Aromatics | | Mol File: | 138977-28-3.mol |  |
| | CAPSAZEPINE Chemical Properties |
| Melting point | 155-157°C | | Boiling point | 581.1±60.0 °C(Predicted) | | density | 1.350±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | methanol: soluble | | pka | 9.73±0.20(Predicted) | | form | solid | | color | off-white | | InChI | 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 | | SMILES | N1(C(NCCC2=CC=C(Cl)C=C2)=S)CC2=CC(O)=C(O)C=C2CCC1 | | CAS DataBase Reference | 138977-28-3(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 20/21/22-36/37/38 | | Safety Statements | 22-24/25-36-26 | | RIDADR | 2811 | | WGK Germany | 3 | | HazardClass | 6.1(a) | | PackingGroup | II | | Storage Class | 11 - Combustible Solids |
| | CAPSAZEPINE Usage And Synthesis |
| Description | Transient receptor potential vanilloid type 1 (TRPV1) is a member of the transient receptor potential (TRP) family that is activated or sensitized by a variety of endogenous stimuli as a result of tissue injury and inflammation. TRPV1 is upregulated during inflammation and plays a role in the perception of pain. Capsazepine is a competitive antagonist of transient receptor potential vanilloid type 1 (TRPV1) which blocks the capsaicin-induced uptake of Ca2+ in neonatal rat dorsal root ganglia with an IC50 of 0.42 μM and Chinese hamster ovary cells with an IC50 of 17 nM. It does not block acid- or heat-induced activation of TRPV1 and may block receptors other than TRPV1. | | Chemical Properties | Light Yellow Solid | | Uses | 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
| | Uses | A selective vanilloid receptor antagonist (Ki=3.2uM | | Uses | Capsazepine is shown to inhibit the development of mechanical hyperalgesia induced by intraplanar capsaicin injection. Capsazepine is described to block Resiniferatoxin (sc-24015)- and Capsaicin-induced contractions of guinea pig treacheal smooth muscle. Studies investigating the function of the VR1 (TRPV1 receptor) have employed Capsazepine as a tool for perturbing systemic neuronal response to Capsaicin. | | Definition | ChEBI: A benzazepine that is 2,3,4,5-tetrahydro-1H-2-benzazepine which is substituted by hydroxy groups at positions 7 and 8 and on the nitrogen atom by a 2-(p-chlorophenyl)ethylaminothiocarbonyl group. A synthetic analogue of caps
icin, it was the first reported capsaicin receptor antagonist. | | Hazard | A poison. | | Biological Activity | Selective vanilloid receptor antagonist (K i = 3.2 μ M). Inhibits carrageenan inflammation-induced hyperalgesic responses in the rat. Also activates amiloride-sensitive epithelial Na + channel ENaC δ . Also available as part of the Vanilloid TRPV1 Receptor Tocriset™ . | | 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). | | storage | Room temperature | | references | 1. c. s. walpole, s. bevan, g. bovermann, j. j. boelsterli, r. breckenridge, j. w. davies, g. a. hughes, i. james, l. oberer, j. winter and et al., j med chem 1994, 37, 1942-1954. 2. r. j. docherty, j. c. yeats and a. s. piper, br j pharmacol 1997, 121, 1461-1467. 3. h. j. behrendt, t. germann, c. gillen, h. hatt and r. jostock, br j pharmacol 2004, 141, 737-745. 4. l. liu and s. a. simon, neurosci lett 1997, 228, 29-32. 5. b. sung, s. prasad, j. ravindran, v. r. yadav and b. b. aggarwal, free radic biol med 2012, 53, 1977-1987. |
| | CAPSAZEPINE Preparation Products And Raw materials |
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