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カプサイシン (天然型)

カプサイシン (天然型) 化学構造式
404-86-4
CAS番号.
404-86-4
化学名:
カプサイシン (天然型)
别名:
カプサイシン (天然型);スチプチサット;(E)-N-[(4-ヒドロキシ-3-メトキシフェニル)メチル]-8-メチル-6-ノネンアミド;trans-カプサイシン;カプサイシン;(E)-N-(4-ヒドロキシ-3-メトキシベンジル)-8-メチル-6-ノネンアミド;(6E)-N-(3-メトキシ-4-ヒドロキシベンジル)-8-メチル-6-ノネンアミド;ハルト;(E)-8-メチル-N-(4-ヒドロキシ-3-メトキシベンジル)-6-ノネンアミド;(E)-N-(3-メトキシ-4-ヒドロキシベンジル)-8-メチル-6-ノネンアミド;(E)-カプサイシン;8-メチル-N-バニリル-6-ノネンアミド;N-[(4-ヒドロキシ-3-メトキシフェニル)メチル]-8-メチル-6-ノネンアミド;カプサイシン標準品;カプサイシン, 天然;カプサイシン, 99+%(HPLC PHENYLCOLUMN);カプサイシン (JAN)
英語化学名:
Capsaicin
英語别名:
Halt;ZK-A;Zacin;Adlea;Axsain;Mioton;Zostrix;CAPSAICIN;FEMA 2787;FEMA 3404
CBNumber:
CB6112967
化学式:
C18H27NO3
分子量:
305.41
MOL File:
404-86-4.mol

カプサイシン (天然型) 物理性質

融点 :
62-65 °C(lit.)
沸点 :
210-220 C
比重(密度) :
1.1037 (rough estimate)
屈折率 :
1.5100 (estimate)
FEMA :
3404 | CAPSAICIN
闪点 :
113 °C
貯蔵温度 :
2-8°C
溶解性:
H2O: insoluble
外見 :
Off-white solid
水溶解度 :
insoluble
Merck :
14,1768
BRN :
2816484
安定性::
Stable. Incompatible with strong oxidizing agents.
InChIKey:
YKPUWZUDDOIDPM-SOFGYWHQSA-N
CAS データベース:
404-86-4(CAS DataBase Reference)
EPAの化学物質情報:
6-Nonenamide, N-[(4-hydroxy-3-methoxyphenyl) methyl]-8-methyl-, (6E)-(404-86-4)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  T,T+
Rフレーズ  25-37/38-41-42/43-36/37/38
Sフレーズ  22-26-28-36/39-45-36/37/39
RIDADR  UN 2811 6.1/PG 2
WGK Germany  3
RTECS 番号 RA8530000
10-21
国連危険物分類  6.1(a)
容器等級  II
HSコード  29399990
有毒物質データの 404-86-4(Hazardous Substances Data)
化審法 (3)-711
絵表示(GHS)
注意喚起語 Danger
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H301 飲み込むと有毒 急性毒性、経口 3 危険 P264, P270, P301+P310, P321, P330,P405, P501
H315 皮膚刺激 皮膚腐食性/刺激性 2 警告 P264, P280, P302+P352, P321,P332+P313, P362
H317 アレルギー性皮膚反応を起こすおそれ 感作性、皮膚 1 警告 P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H318 重篤な眼の損傷 眼に対する重篤な損傷性/眼刺激 性 1 危険 P280, P305+P351+P338, P310
H334 吸入するとアレルギー、喘息または、呼吸困難 を起こすおそれ 感作性、呼吸器 1 危険 P261, P285, P304+P341, P342+P311,P501
H335 呼吸器への刺激のおそれ 特定標的臓器毒性、単回暴露; 気道刺激性 3 警告
注意書き
P261 粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P284 呼吸用保護具を着用すること。

カプサイシン (天然型) 価格 もっと(41)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00003130
Capsaicin Mixture
404-86-4 10mg ¥10100 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00003130
Capsaicin Mixture
404-86-4 100mg ¥33300 2018-12-26 購入
東京化成工業 M1149 カプサイシン (天然型) >60.0%(HPLC)
Capsaicin (Natural) >60.0%(HPLC)
404-86-4 1g ¥6300 2018-12-04 購入
関東化学株式会社(KANTO) 49860-68 カプサイシン標準品
Capsaicin standard
404-86-4 100mg ¥49000 2018-12-13 購入
Sigma-Aldrich Japan 1091108 カプサイシン United States Pharmacopeia (USP) Reference Standard
Capsaicin United States Pharmacopeia (USP) Reference Standard
404-86-4 100mg ¥71100 2018-12-25 購入

カプサイシン (天然型) 化学特性,用途語,生産方法

外観

白色の結晶

定義

本品は、次の化学式で表される有機化合物である。

溶解性

メタノールに極めて溶けやすく、エタノール(95)又はジエチルエーテルに溶けやすく、水にほとんど溶けない。

用途

薬理・生理作用研究用。

化粧品の成分用途

皮膚コンディショニング剤、外用鎮痛剤、香料

効能

外用鎮痛薬, 一過性受容器電位(TRP)チャネル作動薬

説明

n-(4-Hydroxy-3-methoxybenzyl)-8-methyl-6-nonenamide 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.

化学的特性

Off-White Crystalline Solid

化学的特性

Crystalline solid, rectangular plates, or scales. Pungent odor and burning taste.

化学的特性

N-(4-Hydroxy-3-methoxybenzyl)-8-methyl-6-nonenamide has a mild, warm-herbaceous odor and burning, pungent taste (10 ppm). It is used in compounded flavors for sauces where the pungent note is desired.

天然物の起源

The pungent principle in the fruits of various Capsicum species (Solanaceae)

使用

A representative lot is a 5:1 E:Z mixture. It is used as a tool in neurobiological research. Prototype vanilloid receptor agonist. Topical analgesic.

使用

K channel blocker; multiple sclerosis therapy

使用

analgesic (topical), depletes Substance P, neurotoxic

使用

Capsaicin analogue (C175680). It is used as a tool in neurobiological research. Prototype vanilloid receptor agonist. Topical analgesic.

使用

Capsaicin is used in many topical ointments used to relieve the pain of peripheral neuropathy (treatment of pain in the nerve endings near the surface of the skin).

使用

As a tool in neurobiological research.

適応症

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.

生物活性

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™ .

抗がん研究

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).

Chemical Synthesis

From 3-chloro-2-isopropyltetrahydropyran; biosynthesis from Capsicum frutescens; separation from cis-capsaicin, pelargonic acid vanillamide and dihydrocapsaicin; reaction of capsaicin

職業ばく露

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

輸送方法

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

純化方法

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].

不和合性

Slowly hydrolyzes in water, releasing ammonia and forming acetate salts.

廃棄物の処理

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

カプサイシン (天然型) 上流と下流の製品情報

原材料

準備製品


カプサイシン (天然型) 生産企業

Global( 346)Suppliers
名前 電話番号 ファックス番号 電子メール 国籍 製品カタログ 優位度
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768
sales@dolonchem.com CHINA 2972 58
Xiamen AmoyChem Co., Ltd
+86 592-605 1114
sales@amoychem.com CHINA 6372 58
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3194 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20672 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32447 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 892 55
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 24191 60
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 30002 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691
yklbiotech@163.com CHINA 297 58

404-86-4(カプサイシン (天然型))キーワード:


  • 404-86-4
  • (E)-8-METHYL-NON-6-ENOIC ACID 4-HYDROXY-3-METHOXY-BENZYLAMIDE
  • (E)-CAPSAICIN
  • (E)-N-([4-HYDROXY-3-METHOXYPHENYL]METHYL)8-METHYL-6-NONEAMIDE
  • (E)-N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-8-METHYL-6-NONENAMIDE
  • CAPSAICIN
  • CAPSAICINE
  • CAPSAICIN, NATURAL
  • FEMA 3404
  • FEMA 2787
  • 8-METHYL-N-VANILLYL-TRANS-6-NONENAMIDE
  • 8-METHYL-N-VANILLYL-6-NONENAMIDE
  • 8-METHYL-N-VANILLYL-6-NONENEAMIDE
  • N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-8-METHYL-6E-NONENAMIDE
  • N-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-8-METHYL-6-NONENAMIDE
  • TRANS-8-METHYL-N-VANILLYL-6-NONENAMIDE
  • 8-METHYL-N-VANILLYL-6-NONENAMIDE*APPROX. 60%
  • Capsaicin pure
  • N-Vanillylnonenamide=Nonanoicacidvanillylamide
  • 8-METHYL-N-VANILLYL-6-NONENAMIDE NATUREL
  • (6E)-N-[(4-Hydroxy-3-methoxyphenyl)methyl]-8-methyl-6-nonenamide
  • Axsain
  • Mioton
  • Zacin
  • Zostrix
  • 6-Nonenamide, N-(4-hydroxy-3-methoxyphenyl)methyl-8-methyl-, (6E)-
  • CAPSAICINEXTRACT
  • CAPSAICIN,NATURAL,USP
  • CAPSAICIN,USP
  • (E)-N-[(4-hydroxy-3-methoxy-phenyl)methyl]-8-methyl-non-6-enamide
  • CAPSAICIN(USP28: 100% CAPSICUM EXTRACT)
  • カプサイシン (天然型)
  • スチプチサット
  • (E)-N-[(4-ヒドロキシ-3-メトキシフェニル)メチル]-8-メチル-6-ノネンアミド
  • trans-カプサイシン
  • カプサイシン
  • (E)-N-(4-ヒドロキシ-3-メトキシベンジル)-8-メチル-6-ノネンアミド
  • (6E)-N-(3-メトキシ-4-ヒドロキシベンジル)-8-メチル-6-ノネンアミド
  • ハルト
  • (E)-8-メチル-N-(4-ヒドロキシ-3-メトキシベンジル)-6-ノネンアミド
  • (E)-N-(3-メトキシ-4-ヒドロキシベンジル)-8-メチル-6-ノネンアミド
  • (E)-カプサイシン
  • 8-メチル-N-バニリル-6-ノネンアミド
  • N-[(4-ヒドロキシ-3-メトキシフェニル)メチル]-8-メチル-6-ノネンアミド
  • カプサイシン標準品
  • カプサイシン, 天然
  • カプサイシン, 99+%(HPLC PHENYLCOLUMN)
  • カプサイシン (JAN)
  • 生化学
  • 阻害剤
  • トウガラシ
  • 忌避剤
  • 辛味
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