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プロカイン塩酸塩

Procaine Hydrochloride

HCID 5795
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
51-05-8
標準SMILES
CCN(CC)CCOC(=O)c1ccc(N)cc1.Cl
InChIKey
HCBIBCJNVBAKAB-UHFFFAOYSA-N
分子式
C13H21ClN2O2
平均分子量
272.77 g/mol
単同位体質量
272.1291556

概要

Procaine hydrochloride is an organic molecular entity.

名称と識別子

優先名称
Procaine Hydrochloride
IUPAC
2-(diethylamino)ethyl 4-aminobenzoate;hydrochloride
現地名
プロカイン塩酸塩
英語名
Procaine hydrochloride
分子式
C13H21ClN2O2
分子量
272.77

名称と別名

PROCAINE HYDROCHLORIDE51-05-8Procaine HclNaucaineNeocaineOmnicainPlanocaineAnestilJenacaineMedajectSyntocainRocain
名称をさらに表示
プロカイン塩酸塩塩プロプロカイン·塩酸エトカインp-アミノ安息香酸2-(ジエチルアミノ)エチル·塩酸塩ネオカインプロカイン·塩酸塩プロカニンプラノカインp-アミノ安息香酸2-ジエチルアミノエチル·塩酸塩塩酸プロカインロカインオムニカイン4-アミノ安息香酸2-(ジエチルアミノ)エチル·塩酸塩ノボカイン4-アミノ安息香酸2-(ジエチルアミノ)エチル塩酸塩2-(ジエチルアミノ)エチル=4-アミノベンゾアート一塩酸塩プロカイン塩酸塩標準品PロカインE HCLプロカイン, 塩酸塩, 結晶NOVOCAINE HYDROCHLORIDEPROCAIN HYDROCHLORIDEsyncainejuvocainebernocainechlorocainediethylaminoethanol4-aminobenzoatehydrochloridecetain
EnproBenzoic acid, 4-amino-, 2-(diethylamino)ethyl ester, monohydrochlorideDTXSID104443595URV01IDQSP01ANSC-757280SP-01AProcaini hydrochloridum

物性

構造計算による物性

極性表面積
55.6 Ų
水素結合供与体数
2
水素結合受容体数
4
回転可能結合数
7
重原子数
18
形式電荷
0
複雑度
221

実験および物理化学的性質

Human Drugs · 2 件

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Animal DrugsPharmaceuticals -> UK Veterinary Medicines Directorate List

物理化学的性質

融点
155 · 155-156 °C(lit.)
沸点
195 · 195-196°C 17mm
比重(密度)
1.1761 · 1.1761 (rough estimate)
屈折率
1.527 · 1.5270 (estimate)
闪点
195 · 195-196°C/17mm
貯蔵温度
2 · 2-8°C
溶解性
20 mg/mlDMSO: · DMF: 20 mg/mlDMSO: 14 mg/mlEthanol: 16 mg/mlPBS (pH 7.2): 10 mg/ml
外見
結晶または結晶性粉末
色
無色~白色
水溶解度
溶ける
Merck
14 · 14,7757
BRN
3917802 · 3917802
安定性
安定。強力な酸化剤とは相容れない。
InChI
1S/C13H20N2O2.ClH/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11;/h5-8H,3-4,9-10,14H2,1-2H3;1H
InChIKey

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 0.6% (1 of 158) of reports.

Danger

H301 (99.4%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P260, P261, P264, P264+P265, P270, P272, P280, P301+P316, P302+P352, P305+P351+P338, P308+P316, P318, P321, P330, P333+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 158 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

REACH registered substance: Procaine hydrochloride (EC: 200-077-2)

Procaine hydrochloride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Benzoic acid, 4-amino-, 2-(diethylamino)ethyl ester, monohydrochloride: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (99.4%)

毒性情報

Exposure RoutesOral, Infiltration, Intramuscular
Toxicity Summary · 1 件

Procaine acts mainly by inhibiting sodium influx through voltage gated sodium channels in the neuronal cell membrane of peripheral nerves. When the influx of sodium is interrupted, an action potential cannot arise and signal conduction is thus inhibited. The receptor site is thought to be located at the cytoplasmic (inner) portion of the sodium channel. Procaine has also been shown to bind or antagonize the function of N-methyl-D-aspartate (NMDA) receptors as well as nicotinic acetylcholine receptors and the serotonin receptor-ion channel complex.

化学と産業

薬理情報

Metabolism/MetabolitesHydrolysis by plasma esterases to PABA Route of Elimination: With normal kidney function, the drug is excreted rapidly by tubular excretion. Half Life: 7.7 minutes
MeSH Pharmacological Classification · 1 件

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate.

用途と製造

UsesIt is used primarily to reduce the pain of intramuscular injection of penicillin, and it is also used in dentistry. [Wikipedia]
General Manufacturing InformationBenzoic acid, 4-amino-, 2-(diethylamino)ethyl ester, hydrochloride (1:1): ACTIVE
応用分野 · 6 件

解説塩酸プロカイン,プロカイン塩酸塩ともいう.p-ニトロ安息香酸をp-ニトロベンゾイルクロリドとし,これをベンゼン中で2-(ジエチルアミノ)エタノールと反応させてから還元して合成する.白色の板状結晶または結晶性の粉末.無臭で,味は苦く舌を麻ひする.融点51 ℃.水に易溶,エタノールに難溶.毒性はコカインの1/6~1/10.局所麻酔薬に使用される.

用途局所麻酔剤、生理作用研究用。

用途ナトリウム透過性抑制作用を 示します。

用途ナトリウム透過性抑制作用を 示します。

説明Procaine hydrochloride, also called Novocain, or Novocaine, a topical anesthetic, which can block the nerve fiber conduction temporarilyand has a narcotic effect,strong effect, low toxicity, and non-addictive, but on the skin, mucosal penetration is weak, unsuitable for surface anesthesia, patients are used for infiltration, conduction and spinal anesthesia.The structure of procaine hydrochloride with aromatic primary amino, easy oxidation discoloration pH, temperature, UV, oxygen and metal ions can accelerate the oxidation discoloration. The aqueous solution was stable in pH3.0~5. So preparation of procaine hydrochloride injection, it generally takes add acid to regulate pH 3.3 to 5.5, and strictly control the sterilization temperature and time. to 100 ℃ steam sterilization 30min circulation is appropriate, and should pay attention to shading, sealed save.The above information is edited by the chemicalbook of Kui Xiongfeng.

関連反応

7 件
反応記録を作成
HRID 404431 の反応式
HRID 404431反応物としてuspto-grants-2014_06
HRID 536815 の反応式
HRID 536815反応物としてuspto-grants-2014_10
HRID 707087 の反応式
HRID 707087反応物としてuspto-grants-2015_11
HRID 1513419 の反応式
HRID 1513419反応物としてuspto-grants-2012_07
HRID 1665480 の反応式
HRID 1665480反応物としてuspto-grants-2011_10
HRID 2037083 の反応式
HRID 2037083反応物としてuspto-grants-2013_11
HRID 2094541 の反応式
HRID 2094541反応物としてuspto-grants-2013_05

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート

データベース識別子

CAS
51-05-8
PubChem CID
5795
DTXSID
DTXSID1044435
ChEMBL
CHEMBL1200841
ChEBI
CHEBI:8431
UNII
95URV01IDQ
EC Number
200-077-2
HCBIBCJNVBAKAB-UHFFFAOYSA-N
SMILES
Cl.CCN(CC)CCOC(=O)c1ccc(N)cc1
LogP
2.364 · 2.364 (est)
CAS データベース
51 · 51-05-8(CAS DataBase Reference)
EPAの化学物質情報
Procaine hydrochloride (51-05-8)
化学的性質 · 1 件

化学的特性Procaine hydrochloride is a white crystalline, odorless powder that is freely soluble in water, but less soluble in alcohol and almost insoluble in ether; solutions acid to litmus. Because the ester bond in the structure can be hydrolyzed to produce p-aminobenzoic acid and diethylaminoethanol, under certain conditions, p-aminobenzoic acid can be further decarboxylated to produce toxic aniline. Procaine hydrochloride has aromatic primary amino groups in its structure, which can be easily oxidized and discolored. pH, temperature, ultraviolet light, oxygen and metal ions can accelerate the oxidation and discoloration.

Signs and Symptoms · 1 件

An allergic reaction (difficulty breathing; closing of the throat; swelling of the lips, tongue, or face; or hives); chest pain or slow or irregular heartbeats; dizziness or drowsiness; anxiety or restlessness; nausea or vomiting; trembling, shaking, or seizures (convulsions). Other less serious side effects such as numbness, tingling, or minor pain at or around the injection site are more likely to occur.(L1459)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataLD50: 350 mg/kg (Oral, mouse).

安全データ

wgk
3
tsca
TSCA listed
rtecs
DG2275000
ridadr
UN 2811 6.1/PG 3
毒性
LD50 in mice (mg/kg): 660 ± 60 s.c. (Goldenthal)
hs_code
29242990
risk_code
25-43-36/37/38-23/24/25
hazard_code
T
safety_code
36/37/39-45-37/39-26
hazard_class
6.1
packing_group
III
Hazard Classifications
Acute Tox. 3 OralSkin Sens. 1
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

一般的な説明Procaine hydrochloride is a synthetic compound that belongs to the class of local anesthetic drugs. It has a structure similar to the natural compounds that participate in nerve impulse transmission. It shows interaction with the cellular membranes causing membrane lipids to expand, membrane-bound calcium to displace and change the structure of the proteins that are responsible for regulating the cell permeability and shape.

調製方法 · 1 件

純化方法Novocain is recrystallised from aqueous EtOH. It is soluble at 25o in H2O (86.3%), EtOH (2.6%) and Me2CO (1%), it is slightly soluble in CHCl3, but is almost insoluble in Et2O. The anhydrous free base is recrystallised from ligroin or Et2O and has m 61o. [Einhorn Justus Liebigs Ann Chem 371 125 1909, IR: Szymanski & Panzica J Amer Pharm Assoc 47 443 1958, Beilstein 14 IV 1138.]

上流・下流製品情報

上流原料

4-ニトロ安息香酸ジエチルアミン

下流製品

ベンジルペニシリン·プロカイン

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