ドーパミン塩酸塩
3-ヒドロキシチラミン 塩酸塩 · カタボン-Low · マートバーン · 4-(2-アミノエチル)ピロカテコール塩酸塩 · ツルドパミ · 3,4-ジヒドロキシフェネチルアミン塩酸塩 · カコージン-D · ドパラルミン
識別子と物理属性
| CAS No. | 62-31-7 |
|---|---|
| 分子式 | C8H12ClNO2 |
| 平均分子量 | 189.64 g/mol |
| 単同位体質量 | 189.0556563 g/mol |
| SMILES | Cl.NCCc1ccc(O)c(O)c1 |
| InChIKey | CTENFNNZBMHDDG-UHFFFAOYSA-N |
| PubChem CID | 65340 |
| ChEMBL | CHEMBL1557 |
| ChEBI | CHEBI:4698 |
| EC No. | 200-527-8 |
| DTXSID | DTXSID7020550 |
| 現地名 | ドーパミン塩酸塩 |
化学・物理的性質
| 極性表面積 | 66.5 |
|---|---|
| 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 |
| Human Drugs | FDA approved drugs -> Active ingredientEMA approved medicines: Human medicine |
| 融点 | 248-250 °C(lit.) |
| 密度 | 1.4 g/cm3 |
| 引火点 | 11℃ |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | アルコール：20mg/mL溶ける |
| 外観・状態 | 結晶性粉末 |
| 色 | 薄い日焼け |
| Merck | 14,8462 |
| BRN | 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 |
| InChIKey | CTENFNNZBMHDDG-UHFFFAOYSA-N |
| SMILES | Cl[H].NCCc1ccc(O)c(O)c1 |
| CAS データベース | 62-31-7(CAS DataBase Reference) |
| EPAの化学物質情報 | 1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochloride (62-31-7) |
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.
安全性と法規制
| GHS 分類 | WarningH302 (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. |
|---|---|
| 規制情報 | Dopamine hydrochloride: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | IMAP assessments - 1,2-Benzenediol, 4-(2-aminoethyl)-, hydrochloride: Environment tier I assessment |
| Hazard Classes and Categories | Acute Tox. 4 (84.3%) |
| Drug Induced Liver Injury | Drug Induced Liver Injury Rank (DILIrank 2.0)Dopamine hydrochloridevNo-DILI-concernNo matchDOI:10.1016/j.drudis.2016.02.015 |
| F | 8-10-23 |
| 水環境危害等級（WGK） | 2 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | UX1092000 |
| 輸送番号（UN） | UN1230 - class 3 - PG 2 - Methanol, solution |
| 毒性 | LD50 orally in Rabbit: 2859 mg/kg |
| 税関コード | 29222900 |
| 危険文句（R） | 36/37/38-50/53-22-39/23/24/25-23/24/25-11 |
| 化審法 | (3)-2870 |
| 危険表示 | Xi,N,Xn,T,F |
| hazard_note | Irritant |
| 安全措置（S） | 26-36-61-45-36/37-16 |
| 危険等級 | Skin Sens. 1 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
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.
製法・合成法
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%.