基本情報
- 標準SMILES
Cl.NCCc1ccc(O)c(O)c1- InChIKey
CTENFNNZBMHDDG-UHFFFAOYSA-N- 分子式
- C8H12ClNO2
- 平均分子量
- 189.64 g/mol
- 単同位体質量
- 189.0556563
概要
Dopamine hydrochloride is a catecholamine.
名称と識別子
- 優先名称
- Dopamine Hydrochloride
- IUPAC
- 4-(2-aminoethyl)benzene-1,2-diol;hydrochloride
- 現地名
- ドーパミン塩酸塩
- 英語名
- Dopamine hydrochloride
- 分子式
- C8H12ClNO2
- 分子量
- 189.64
名称と別名
名称をさらに表示
データベース識別子
- CAS
62-31-7- PubChem CID
- 65340
- DTXSID
DTXSID7020550- ChEMBL
CHEMBL1557- ChEBI
CHEBI:4698- UNII
- 7L3E358N9L
- EC Number
- 200-527-8
物性
構造計算による物性
- 極性表面積
- 66.5 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 3
- 回転可能結合数
- 2
- 重原子数
- 12
- 形式電荷
- 0
- 複雑度
- 119
実験および物理化学的性質
Human Drugs
FDA approved drugs -> Active ingredient
EMA approved medicines: Human medicine
FDA approved drugs -> Active ingredient
物理化学的性質
- 融点
- 248 · 248-250 °C(lit.)
- 比重(密度)
- 1.4 g/cm3 · 1.4 g/cm3
- 闪点
- 11 ℃ · 11℃
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 20 mg/mL · アルコール:20mg/mL
- 外見
- 結晶性粉末
- 色
- 薄い日焼け
- 水溶解度
- 溶ける
- Merck
- 14 · 14,8462
- BRN
- 3656720 · 3656720
- 安定性
- 安定。強力な酸化剤とは相容れない。可燃性。
- 主な用途
- 医薬品(低分子化合物)
- InChI
- 1S/C8H11NO2.ClH/c9-4-3-6-1-2-7(10)8(11)5-6;/h1-2,5,10-11H,3-4,9H2;1H
- InChIKey
- CTENFNNZBMHDDG-UHFFFAOYSA-N
- SMILES
- Cl[H].NCCc1ccc(O)c(O)c1
- CAS データベース
- 62 · 62-31-7(CAS DataBase Reference)
- EPAの化学物質情報
- 1 · 1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochloride (62-31-7)
化学的性質
化学的特性Dopamine hydrochloride is designated chemically as 3,4-dihydroxyphenethylamine hydrochloride, a white crystalline powder freely soluble in water. It can also be dissolved in hot 95% ethanol, methanol, and sodium hydroxide solution. However, it is insoluble in chloroform, ether, and benzene. It has no odor and a slightly bitter taste. Dopamine (also referred to as 3-hydroxytyramine) is a naturally occurring biochemical catecholamine precursor of norepinephrine.
安全と法規制
GHS分類
GHS Classification
Warning
H302 (84.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 51 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
毒性情報
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Dopamine hydrochloride
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
安全データ
- F
- 8-10-23
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- UX1092000
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- 毒性
- LD50 orally in Rabbit: 2859 mg/kg
- hs_code
- 29222900
- risk_code
- 36/37/38-50/53-22-39/23/24/25-23/24/25-11
- 化審法
- (3)-2870
- hazard_code
- Xi,N,Xn,T,F
- hazard_note
- Irritant
- safety_code
- 26-36-61-45-36/37-16
- Hazard Classifications
- Skin Sens. 1
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
FDA Pharmacological Classification
DOPAMINE HCI
Catecholamines [CS]; Catecholamine [EPC]
DOPAMINE HCI IN 5% DEXTROSE
Catecholamines [CS]; Catecholamine [EPC]
DOPAMINE HYDROCHLORIDE
Catecholamines [CS]; Catecholamine [EPC]
MeSH Pharmacological Classification
Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE).
Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
Any drugs that are used for their effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons.
用途と製造
応用分野
用途生理、薬離作用研究用。
用途β1 受容体刺激によるアデニ ル酸シクラーゼ活性化作用を示します。
説明Dopamine (hydrochloride) is an endogenous catecholamine neurotransmitter synthesized from the amino acid L-tyrosine that acts as an agonist at dopamine receptors (D1-5). Dopamine is mainly synthesized in the substantia nigra and ventral tegmental area, and is a precursor in norepinephrine and epinephrine biosynthesis. Dopamine-containing neurons in the brain are involved in reward-motivated behavior, motor control, and hormone release. Dopamine is also synthesized in the adrenal glands where it exerts peripheral paracrine functions including control of vasodilation, sodium excretion, insulin production, gastrointestinal motility, and the activity of lymphocytes. Loss or damage of dopaminergic neurons in the substantia nigra is associated with Parkinson’s disease.
使用Endogenous catecholamine with α and β-adrenergic activity. Cardiotonic; antihypotensive.
一般的な説明Dopamine Hydrochloride is the hydrochloride salt form of dopamine, a monoamine compound with positive inotropic activity. Dopamine is a neurotransmitter which is a naturally occurring catecholamine. Dopamine hydrochloride salt is indicated as a medicine for the treatment of acute congestive and renal failures.
調製方法
製造方法Dopamine hydrochloride is produced through the ring-opening reaction of piperonyl ethylamine. Piperethylamine and phenol are added to a reaction vessel and cooled down. Hydrochloric acid is slowly added while heating up the mixture to 110°C, and refluxed for 12-44 hours until the reaction reaches completion. The solution is then slightly cooled and water is added, and the mixture is stirred well and allowed to separate into layers. The upper phenolic layer is then removed, and the aqueous layer is extracted with isopropyl acetate. The extracted aqueous layer is then evaporated under reduced pressure (8.0kPa) until dry. Half the amount of ethanol and hydrochloric acid are added to the dry residue and heated to dissolve. The solution is then cooled, crystallized, and filtered. The filter cake is washed with ethanol and dried to obtain the final product, with a yield of 74%.
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