Capsaicin
- CAS No.
- 404-86-4
- Chemical Name:
- Capsaicin
- Synonyms
- CAPSAICINE;Qutenza;Halt;TRANS-CAPSAICIN;CAPSAICINEXTRACT;Capsaicin(Vanilloid);hongdenafil,Acetildenafil;(E)-8-METHYL-NON-6-ENOIC ACID 4-HYDROXY-3-METHOXY-BENZYLAMIDE;ZK-A;Adlea
- CBNumber:
- CB6112967
- Molecular Formula:
- C18H27NO3
- Molecular Weight:
- 305.41
- MOL File:
- 404-86-4.mol
- Modify Date:
- 2024/7/24 17:31:20
| Melting point | 62-65 °C(lit.) |
|---|---|
| Boiling point | 210-220 C |
| Density | 1.1037 (rough estimate) |
| refractive index | 1.5100 (estimate) |
| FEMA | 3404 | CAPSAICIN |
| Flash point | 113 °C |
| storage temp. | 2-8°C |
| solubility | H2O: insoluble |
| pka | 9.76±0.20(Predicted) |
| form | Off-white solid |
| color | Off-white |
| Odor | mild warm herbal |
| Odor Type | herbal |
| Water Solubility | insoluble |
| Merck | 14,1768 |
| BRN | 2816484 |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| InChIKey | YKPUWZUDDOIDPM-SOFGYWHQSA-N |
| LogP | 4.00 |
| CAS DataBase Reference | 404-86-4(CAS DataBase Reference) |
| EPA Substance Registry System | Capsaicin (404-86-4) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS05,GHS06,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H300-H315-H317-H318-H334-H335 | |||||||||
| Precautionary statements | P280-P301+P310+P330-P302+P352-P305+P351+P338+P310 | |||||||||
| Hazard Codes | T,T+ | |||||||||
| Risk Statements | 25-37/38-41-42/43-36/37/38 | |||||||||
| Safety Statements | 22-26-28-36/39-45-36/37/39 | |||||||||
| RIDADR | UN 2811 6.1/PG 2 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | RA8530000 | |||||||||
| F | 10-21 | |||||||||
| HazardClass | 6.1(a) | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29399990 | |||||||||
| Toxicity | LD50 oral in mouse: 47200ug/kg | |||||||||
| NFPA 704 |
|
Capsaicin price More Price(15)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | M2028 | Capsaicin ≥95%, from Capsicum sp. | 404-86-4 | 50MG | ₹8735.78 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1450 | Capsaicin Pharmaceutical Secondary Standard; Certified Reference Material | 404-86-4 | 1G | ₹10792.53 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | M2028 | Capsaicin ≥95%, from Capsicum sp. | 404-86-4 | 250MG | ₹28307.38 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | M2028 | Capsaicin ≥95%, from Capsicum sp. | 404-86-4 | 1G | ₹91363 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 75049 | Capsaicin certified reference material, TraceCERT? | 404-86-4 | 50MG | ₹33676.58 | 2022-06-14 | Buy |
Capsaicin Chemical Properties,Uses,Production
Description
Capsaicin has a mild, warm-herbaceous odor and a burning pungent taste (at 10 ppm). It is used in compounded flavors for sauces where the pungent note is desired. This substance is present in several species of Capsicum (Family, Solanaceae). The sensation of pain, accompanied by irritation and inflammation, is due to substance P depletion from sensory (afferent) nerve fibers. These properties are used to study the physiology of pain and the effects as a counterirritant and gastrointestinal stimulant. This substance may be prepared from 3-chloro-2-isopropyltetrahydropyran; biosynthesis from Capsicum frutescens; separation form cis-capsaicin, pelargonic acid vanilamide, and dihydrocapsaicin, reaction of capsaicin.
Chemical Properties
Off-White Crystalline Solid
Physical properties
Appearance: crystalline white powder, with highly volatile and pungent odor. Solubility: freely soluble in alcohol, ether, benzene, and chloroform; slightly soluble in carbon disulfide, petroleum, and hydrochloric acid; insoluble in water. Melting point: 65?°C.
Occurrence
The pungent principle in the fruits of various Capsicum species (Solanaceae)
Uses
Capsaicin analogue (C175680). It is used as a tool in neurobiological research. Prototype vanilloid receptor agonist. Topical analgesic.
Indications
Capsaicin (Zostrix) is approved for the relief of pain following herpes zoster infection (postherpetic neuralgia). The drug depletes neurons of substance P, an endogenous neuropeptide that may mediate cutaneous pain. It is applied to affected skin after open lesions have healed. Local irritation is common.
General Description
Capsaicin occurs as the active ingredient of hot/red pepper and was first obtained by Thresh in 1846. It is a lipophilic vanilloid compound responsible for the acrid taste of hot peppers.
Biological Activity
Prototypic vanilloid receptor agonist (pEC 50 values are 7.97 and 7.10 at rat and human VR1 receptors respectively). Excites a subset of primary afferent sensory neurons, with subsequent antinociceptive and anti-inflammatory effects. Reversibly inhibits aggregation of platelets. Also available as part of the Vanilloid TRPV1 Receptor Tocriset™ .
Clinical Use
In clinical practice, capsaicin is mainly used for topical administration, such as in the treatment of osteoarthritis and rheumatoid arthritis pain, diabetic nerve pain, pain after surgery, chemotherapy- or radiotherapy-induced oral pain, psoriasis, etc. Capsaicin irritates the mucous membrane to cause sneezing, nose bleeding, coughing, mucus secretion, tears, bronchoconstriction, breathing difficulties, and other symptoms. The main adverse effects of capsaicin preparations are contact dermatitis, skin inflammation or blisters, and in severe situation burn-like lesion.
Anticancer Research
Capsaicin is the major pungent ingredient in red and green chili pepper. It is reportedto induce apoptosis selectively in cancer cells and can suppress the activation ofNF-κB through suppression of NF-κB inhibitor IκBα (Aggarwal and Shishodia 2004). It shows anticancer effects in animal models and suppresses carcinogenesisin colon, skin, lung, tongue, and prostate cancers by altering the metabolism ofcarcinogens. It selectively suppresses the human cancer cell growth of prostate,leukemic, glioma, gastric, and hepatic cancers. It inhibited the tumorigenesis linkedand IL-6-induced activation of STAT-3 and STAT3-regulated gene products likecyclin D1, Bcl-2, Bcl-xL, survivin, and VGEF. It arrests cells in G1 phase andinduces apoptosis (Aggarwal et al. 2008; Clark and Lee 2016).
Potential Exposure
Botanical animal and insect repellent used to repel birds, voles, deer, rabbits, squirrels, insects, and attacking dogs. Capsaicin, which is made from the Capsicum red chili pepper can be used indoors to protect carpets and upholstered furniture, and outdoors to protect fruit and vegetable crops, flowers, ornamental plants, shrubbery, trees, and lawns. It is also used in pepper sprays such as MACE, and as an analgesic in creams, lotions and solid sticks to reduce arthritic, postoperative and neuopathic pain, such as shingles. Capsaicin is obtained by grinding dried, ripe Capsicum frutescens L. chili peppers into a fine powder. The oleoresin is derived by distilling the powder in a solvent and evaporating the solvent. The resulting highly concentrated liquid has little odor but has an extremely pungent taste
Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
Purification Methods
Recrystallise capcaicin from pet ether (b 40-60o), or pet ether/Et2O (9:1). Also purify it by chromatography on neutral Al2O3 (grade V) and elute successively with *C6H6, *C6H6/EtOAc (17:3) then *C6H6/EtOAc (7:3), and distil it at 120o/10-5mm, then repeatedly recrystallise the needles from isopropanol (charcoal). [Crombie et al. J Chem Soc 11025 1955, Bennett & Kirby J Chem Soc(C) 442 1968.] It causes pain and is neurotoxic [Bevan & Szolcsanyi Trends in Pharmacol Sci 11 330 1990, Beilstein 13 IV 2588].
Incompatibilities
Slowly hydrolyzes in water, releasing ammonia and forming acetate salts.
Waste Disposal
Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Incineration with effluent gas scrubbing is recommended. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Noncombustible containers should be crushed and buried under more than 40 cm of soil. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office
Capsaicin Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| GLR Innovations | +91 9891111994 | New Delhi, India | 4542 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| Audi Pharma Ingredients | +91-9841058280 +91-9841058280 | Tamil Nadu, India | 7 | 58 | Inquiry |
| Anthem Biosciences Pvt Ltd | +91-8066724000 +91-9900044575 | Karnataka, India | 38 | 58 | Inquiry |
| AOS Products Pvt Ltd | +91-8285111618 +91-8285111618 | Uttar Pradesh, India | 76 | 58 | Inquiry |
| Venbiotech | +91-9344202656 +91-9940417693 | Tamil Nadu, India | 14 | 58 | Inquiry |
| Indenta Chemicals (India) Pvt Ltd | +91-2226849600 +91-9326627752 | Maharashtra, India | 48 | 58 | Inquiry |
| Green Vision Life Sciences Pvt Ltd. | +91-2067919200 +91-9404953243 | Maharashtra, India | 30 | 58 | Inquiry |
| Southern Spices Extract | +91-4562-293218 +91-7305368161 | Tamil Nadu, India | 1 | 58 | Inquiry |
| Adani Pharmachem Pvt Ltd | +91-7573044087 +91-9974652373 | Gujarat, India | 27 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| JSK Chemicals | 58 |
| Audi Pharma Ingredients | 58 |
| Anthem Biosciences Pvt Ltd | 58 |
| AOS Products Pvt Ltd | 58 |
| Venbiotech | 58 |
| Indenta Chemicals (India) Pvt Ltd | 58 |
| Green Vision Life Sciences Pvt Ltd. | 58 |
| Southern Spices Extract | 58 |
| Adani Pharmachem Pvt Ltd | 58 |
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