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| CAS No.: | 138977-28-3 |
|---|---|
| Name: | CAPSAZEPINE |
| Article Data: | 3 |
| Molecular Structure: | |
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|
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| Formula: | C19H21ClN2O2S |
| Molecular Weight: | 376.907 |
| 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% |
| Density: | 1.351 g/cm3 |
| Melting Point: | 155-157 °C |
| Boiling Point: | 581.133 °C at 760 mmHg |
| Flash Point: | 305.259 °C |
| Solubility: | methanol: soluble |
| Appearance: | Light yellow solid |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 20/21/22-36/37/38 |
| Safety: | 22-24/25-36-26 |
| PSA: | 87.82000 |
| LogP: | 3.94540 |
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Chemistry
Chemistry informtion about Capsazepine (CAS NO.138977-28-3) is:
IUPAC Name: N-[2-(4-Chlorophenyl)Ethyl]-7,8-Dihydroxy-1,3,4,5-Tetrahydro-2-Benzazepine-2-Carbothioamide
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%
Product Categories: Inhibitors ; Intermediates & Fine Chemicals ; Pharmaceuticals ; Vanilloid/TRPV channel
MF: C19H21ClN2O2S
MW: 376.9
Density: 1.35 g/cm3
Melting Point: 155-157°C
Flash Point: 305.3 °C
Boiling Point: 581.1 °C at 760 mmHg
Vapour Pressure: 4.19E-14 mmHg at 25°C
Enthalpy of Vaporization: 90.13 kJ/mol
Storage temp.: 2-8°C
Solubility methanol: soluble
Following is the molecular structure of Capsazepine (CAS NO.138977-28-3) is:
History
Capsazepine (CAS NO.138977-28-3) was discovered by a research group at the Sandoz Institute for Medical Research. Its synthesis and chemical properties were published in 1994 and it was found by modification of the chemical backbone of capsaicin.
Uses
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.
Toxicity Data With Reference
| 1. | ice-rat TDLo:56.5 µg/kg | EJPHAZ European Journal of Pharmacology. 428 (2001),349. |
Safety Profile
A poison by intracerebral route. When heated to decomposition it emits toxic vapors of NOx, SOx, and Cl−.
Hazard Codes:
Xn
Risk Statements:
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements:
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: 2811
WGK Germany: 3
HazardClass: 6.1(a)
PackingGroup: II
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.