| Identification | |
| Name: | 2H-2-Benzazepine-2-carbothioamide,N-[2-(4-chlorophenyl)ethyl]-1,3,4,5-tetrahydro-7,8-dihydroxy- |
| Synonyms: | Capsazepine |
| CAS: | 138977-28-3 |
| Molecular Formula: | C19H21ClN2O2S |
| Molecular Weight: | 376.90024 |
| 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) |
| Molecular Structure: |  |
| Properties | |
| Transport: | 2811 |
| Melting Point: | 155-157ºC |
| Flash Point: | 305.3ºC |
| Boiling Point: | 581.1 ºC |
| Density: | 1.35 g/cm3 |
| Refractive index: | 1.671 |
| Water Solubility: | methanol: soluble in water |
| Solubility: | methanol: soluble in water |
| Appearance: | White to off-white powder |
| Specification: |
Capsazepine (CAS NO.138977-28-3) is a light yellow solid of synthetic analogue of capsaicin. It blocks the painful sensation of heat caused by capsaicin (the active ingredient of chilli pepper) which activates the TRPV1 ion channel. It is therefore considered to be a capsaicin antagonist. The TRPV1 channel functions as a pain and temperature sensor in mammalians. Capsazepine blocks only the activation of TRPV1 channels by chemicals but not by other painful stimuli, like heat. Depending on the pharmacological assay the half maximal inhibitory concentration IC50 is in the nanomolar to low micromolar range. In addition to its effects on TRPV1 channels it was also shown to inhibit the cold activated TRPM8 channel, voltage-activated calcium channels and nicotinic acetylcholine receptors. |
| Packinggroup: | II |
| 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™ . |
| Flash Point: | 305.3ºC |
| Storage Temperature: | 2-8°C |
| Color: | off-white |
| Usage: |
Capsazepine (CAS NO.138977-28-3) is used as a selective vanilloid receptor antagonist (Ki=3.2uM). Also, it mainly serves as a tool to study the TRPV1 ion channel. |
| Safety Data | |
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