(S)-(-)-ブピバカイン塩酸塩

(S)-(-)-ブピバカイン塩酸塩 化学構造式
27262-48-2
CAS番号.
27262-48-2
化学名:
(S)-(-)-ブピバカイン塩酸塩
别名:
(S)-(-)-ブピバカイン塩酸塩;塩酸レボブピバカイン;塩酸レボブピバカイン (JAN)
英語名:
Levobupivacaine hydrochloride
英語别名:
BUPIVACAINE HCL;(S)-Bupivacaine;LEVAMISOLHCLSALT;L-(-)-Bupivacaine;TIMTEC-BB SBB001337;LEVOBUPIVACAINE HCL;(S)-(-)-Bupivacaine;Levobupivacaine HCI;Bupivacaine Impurity 1;(S)-(-)-BUPIVACAINE HCL
CBNumber:
CB3408801
化学式:
C18H29ClN2O
分子量:
324.89
MOL File:
27262-48-2.mol

(S)-(-)-ブピバカイン塩酸塩 物理性質

融点 :
254 °C (dec.)(lit.)
比旋光度 :
-12.5 º (c=2, water)
貯蔵温度 :
2-8°C
溶解性:
H2O: 可溶20mg/mL、透明
外見 :
色:
白からベージュ
光学活性 (optical activity):
[α]/D -10 to -14°, c = 1.0 in H2O
InChI:
InChI=1/C18H28N2O.ClH/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3;/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21);1H/t16-;/s3
InChIKey:
SIEYLFHKZGLBNX-NTISSMGPSA-N
SMILES:
C([C@@H]1CCCCN1CCCC)(=O)NC1C(=CC=CC=1C)C.Cl |&1:1,r|
CAS データベース:
27262-48-2(CAS DataBase Reference)
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+,Xn
Rフレーズ  26/27/28-20/21/22-28
Sフレーズ  22-36/37/39-45-36/37-53
RIDADR  UN 2811 6.1/PG 2
WGK Germany  3
RTECS 番号 TK6125000
絵表示(GHS) GHS hazard pictograms
注意喚起語 警告
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
H315 皮膚刺激 皮膚腐食性/刺激性 2 警告 GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 強い眼刺激 眼に対する重篤な損傷性/眼刺激 性 2A 警告 GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
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 GHS hazard pictograms
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。
P264 取扱い後は皮膚をよく洗うこと。
P264 取扱い後は手や顔をよく洗うこと。
P271 屋外または換気の良い場所でのみ使用すること。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
P302+P352 皮膚に付着した場合:多量の水と石鹸で洗うこと。
P305+P351+P338 眼に入った場合:水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。

(S)-(-)-ブピバカイン塩酸塩 価格 もっと(2)

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
Sigma-Aldrich Japan SML1092 レボブピバカイン 塩酸塩 ≥98% (HPLC)
Levobupivacaine hydrochloride ≥98% (HPLC)
27262-48-2 10mg ¥18800 2024-03-01 購入
Sigma-Aldrich Japan SML1092 レボブピバカイン 塩酸塩 ≥98% (HPLC)
Levobupivacaine hydrochloride ≥98% (HPLC)
27262-48-2 50mg ¥74500 2024-03-01 購入

(S)-(-)-ブピバカイン塩酸塩 MSDS


Levobupivacaine hydrochloride

(S)-(-)-ブピバカイン塩酸塩 化学特性,用途語,生産方法

効能

局所麻酔薬, 鎮痛薬

商品名

ポプスカイン (丸石製薬); ポプスカイン (丸石製薬); ポプスカイン (丸石製薬); ポプスカイン (丸石製薬); ポプスカイン (丸石製薬); ポプスカイン (丸石製薬); ポプスカイン (丸石製薬); ポプスカイン (丸石製薬)

説明

Levobupivacaine was first launched in the US for the production of local anesthesia for surgery and obstetrics and for post-operative pain management. It is the (S)-enantiomer of the long acting, highly potent local anesthetic bupivacaine (Marcaine) that can be prepared by a three step sequence from (S)-pipecolic acid or from (S)-lysine by oxidative deamination and stereospecific ring closure to (S)-pipecolamide core structure. Levobupivacaine exhibits its long-acting local anesthetic effect by blocking neuronal sodium channel ion flow in nerve axons. Clinical studies demonstrated an efficacy and a general profile closely resembling those of the racemic bupivacaine currently in use; however, it produced an enhanced safety profile, in particular substantially reduced (about one-third) cardiotoxicity (less effect on myocardial contractility and QT, prolongation) and CNS depressive side effects. Onset and duration of blockade were also equivalent or even better.

化学的特性

white crystalline powder

使用

Levobupivacaine hydrochloride has been used as an analyte in tandem mass spectrometry. It may be used to test its inhibitory effect on phosphorylation of extracellular signal-regulated kinase (ERK) mediated by capsaicin It may also be used as a component of poly(D,L-lactide-co-glycolide) (PLGA) microparticles for testing its sustainable release by electrospraying technique.

定義

ChEBI: Levobupivacaine hydrochloride (anhydrous) is the monohydrochloride salt of levobupivacaine. It has a role as a local anaesthetic, an adrenergic antagonist, an amphiphile, an EC 3.1.1.8 (cholinesterase) inhibitor and an EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor. It contains a levobupivacaine(1+). It is an enantiomer of a dextrobupivacaine hydrochloride (anhydrous).

生物学の機能

Levobupivacaine hydrochloride (Chirocaine) is the S-enantiomer of bupivacaine. It too has long action. Animal studies show that it has less CNS and cardiac toxicity than does bupivacaine. It also is slightly more motor sparing than is bupivacaine.

一般的な説明

Levobupivacaine belongs to the N-alkyl substituted pipecoloxylidide family and comprises amino-amide group.

Mode of action

Levobupivacaine Hydrochloride is the hydrochloride salt of levobupivacaine, an amide derivative with anesthetic property. Levobupivacaine reversibly binds voltage-gated sodium channels to modulate ionic flux and prevent the initiation and transmission of nerve impulses (stabilizing neuronal membrane), thereby resulting in analgesia and anesthesia. In comparison with racemic bupivacaine, levobupivacaine is associated with less vasodilation and has a longer duration of action.

(S)-(-)-ブピバカイン塩酸塩 上流と下流の製品情報

原材料

準備製品


(S)-(-)-ブピバカイン塩酸塩 生産企業

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(S)-(-)-ブピバカイン塩酸塩  スペクトルデータ(1HNMR)


27262-48-2((S)-(-)-ブピバカイン塩酸塩)キーワード:


  • 27262-48-2
  • TIMTEC-BB SBB001337
  • (S)-(-)-BUPIVACAINE HCL
  • (S)-(-)-BUPIVACAINE HYDROCHLORIDE
  • (S)-(-)-1-N-BUTYL-2',6'-DIMETHYL-2-PIPERIDINCARBOXANILID HYDROCHLORIDE
  • (S)-(-)-1-BUTYL-2-(2,6-XYLYLCARBAMOYL)-PIPERIDINE HYDROCHLORIDE
  • s-(-)-1-butyl-2',6'-pipecoloxylidide hydrochloride
  • (s)-1-butyl-2’,6’-piperidinecarboxamidemonohydrochloride
  • (s)-1-butyl-n-(2,6-dimethylphenyl)-2-piperidinecarboxamidemonohydrochloride
  • (S)-1-Butyl-N-(2,6-diMethylphenyl)piperidine-2-carboxaMide hydrochloride
  • (2S)-1-butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide, hydrochloride (1:1)
  • Levobupivacaine hydrochloride S-(-)-1-Butyl-2',6'-pipecoloxylidide hydrochloride
  • levobupivacaine hydrochloride (anhydrous)
  • Levobupivacaine HCL //Levobupivacaine
  • LEVAMISOLHCLSALT
  • (S)-(-)-1-Butyl-N-(2,6-dimethylphenyl)-2-piperidinecarboxamide hydrochloride
  • 2',6'-Pipecoloxylidide, 1-butyl-, hydrochloride, (-)
  • (S)-(-)-Bupivacaine hydrochloride,99%
  • 6’-pipecoloxylidide,1-butyl-,hydrochloride,(-)-2
  • bupicainehydrochloride(-)
  • BUPIVACAINE HYDROCHLORIDE, MONOHYDRATE
  • BUPIVACAINE HCL
  • LEVOBUPIVACAINE HCL
  • LEVOBUPIVACAINE HYDROCHLORIDE
  • L-BUPIVACAINE HYDROCHLORIDE
  • (S)-(-)-Bupivacaine monohydrochloride
  • (S)-(-)-BUPIVACAINEHYDROCHLORIDEMONOHYDRATE
  • (S)-(-)-Bupivacaine
  • (S)-Bupivacaine
  • 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, (2S)-
  • 2-Piperidinecarboxamide, 1-butyl-N-(2,6-dimethylphenyl)-, (S)-
  • (S)-(-)-ブピバカイン塩酸塩
  • 塩酸レボブピバカイン
  • 塩酸レボブピバカイン (JAN)
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