Homoveratrylamine (HCID 8421)

概要

3,4-dimethoxyphenylethylamine is an aromatic ether that is the derivative of 2-phenylethylamine with methoxy substituents at the 3- and 4-positions. It is an alkaloid isolated from the Cactaceae family. It has a role as an allergen and a plant metabolite. It is an alkaloid, an aromatic ether and a phenylethylamine. It derives from a hydride of a 2-phenylethylamine.

名称と識別子

優先名称: Homoveratrylamine
IUPAC: 2-(3,4-dimethoxyphenyl)ethanamine
現地名: ホモベラトリルアミン
英語名: 3,4-Dimethoxyphenethylamine
分子式: C10H15NO2
分子量: 181.23

名称と別名

3,4-Dimethoxyphenethylamine120-20-7Homoveratrylamine3,4-Dimethoxyphenylethylamine2-(3,4-Dimethoxyphenyl)ethylamineBenzeneethanamine, 3,4-dimethoxy-DimethoxydopamineDimethylmescalineDMPEA3,4-DimethoxybenzeneethanamineDopamine dimethyl etherDIMPEA

名称をさらに表示

ホモベラトリルアミン3,4-ジメトキシベンゼンエタンアミン2-(3,4-ジメトキシフェニル)エタンアミン2-(3,4-ジメトキシフェニル)エチルアミンO,O'-ジメチルドーパミン1,2-ジメトキシ-4-(2-アミノエチル)ベンゼン3,4-ジメトキシフェネチルアミン2（3，4ジメトキシフェニル）エチルアミンO,O′-ジメチルドーパミン2-(3,4-ジメトキシフェニル)エタン-1-アミン3,4-ジメトキシベンゼン-1-エタンアミン2-(3,4-Dimethoxyphenyl)ethanamineDiMethoxyphenethylaMineDimethoxyphenylethylamineDopamine Hydrochloride EP Impurity CHVTAHomoveratrile Amine3,4-DIMETHOXY PHENYLETHYLAMINE

O,O-Dimethyldopamine3,4-Di-O-methyldopamine3,4-Dimethoxydopamine2-(3,4-Dimethoxyphenyl)Ethan-1-Amine3,4-Dimethoxyphenylethylamine(base)3,4-Dimethoxy-beta-phenylethylaminebeta-(3,4-Dimethyoxyphenyl)ethylamineNSC 16948

データベース識別子

CAS: 120-20-7
PubChem CID: 8421
DTXSID: DTXSID8059506
ChEMBL: CHEMBL26019
ChEBI: CHEBI:136995
UNII: IQF9T435OP
EC Number: 204-376-9
Nikkaji: J28.381I

物性

構造計算による物性

XLogP: 0.8
極性表面積: 44.5 Å²
水素結合供与体数: 1
水素結合受容体数: 3
回転可能結合数: 4
重原子数: 13
形式電荷: 0
複雑度: 141

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)

Drugs · 2 件

DEA NFLIS-Drug Category -> Phenethylamines (Amphetamines) (H)

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

LogP0.77

Solubility24.8 [ug/mL] (The mean of the results at pH 7.4)

Boiling Point163 - 165 °C

Vapor Pressure0.00261 [mmHg]

物理化学的性質

融点: 12 · 12-15 °C
沸点: 188 °C15 · 188 °C15 mm Hg(lit.)
比重(密度): 1.074 g/mL · 1.074 g/mL at 25 °C(lit.)
蒸気圧: 0.348 · 0.348-0.348Pa at 25℃
屈折率: 20 · n20/D 1.546(lit.)
闪点: 230 °F · >230 °F
貯蔵温度: Refrigerator
溶解性: クロロホルム（微量）、メタノール（微量）
酸解離定数(Pka): 9.74 · 9.74±0.10(Predicted)
外見: 粘性液体
比重: 1.1 · 1.10
色: 澄んだ薄黄色～オレンジ色またはわずかに茶色がかった色
PH: 11.4 · 11.4 (100g/l, H2O, 20℃)
爆発限界(explosive limit): 0.1 · 0.1-1.7%(V)
水溶解度: 溶ける
InChI: 1S/C10H15NO2/c1-12-9-4-3-8(5-6-11)7-10(9)13-2/h3-4,7H,5-6,11H2,1-2H3
InChIKey: ANOUKFYBOAKOIR-UHFFFAOYSA-N
SMILES: COc1ccc(CCN)cc1OC
LogP: 0.77 · 0.77
CAS データベース: 120 · 120-20-7(CAS DataBase Reference)
NISTの化学物質情報: 3 · Benzeneethanamine, 3,4-dimethoxy-(120-20-7)
EPAの化学物質情報: 3 · Benzeneethanamine, 3,4-dimethoxy- (120-20-7)

化学的性質

化学的特性3,4-Dimethoxyphenethylamine is clear yellowish oil

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (99.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 203 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 3 件

Chemical: Benzeneethanamine, 3,4-dimethoxy-

Status: Active Update: 26-06-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22467

2-(3,4-Dimethoxyphenyl) ethylamine: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Harmful by ingestion; Toxic by inhalation; [Alfa Aesar MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (99.5%)

毒性情報

Adverse EffectsDermatotoxin - Skin burns.

Toxicity DataLC50 (rat) > 5,500 mg/m3/4hr

安全データ

F: 10
wgk: 3
tsca: TSCA listed
rtecs: SH2300000
ridadr: UN 2735
毒性: mouse,LD50,intraperitoneal,181mg/kg (181mg/kg),Yakugaku Zasshi. Journal of Pharmacy. Vol. 97, Pg. 1117, 1977.
hs_code: 29222900
risk_code: 22-36/37/38
化審法: (3)-742
消防法: 危-4-3-III
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 26-36-37/39
hazard_class: 8
packing_group: III
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2Skin Sens. 1B
ストレージクラス: 10 - Combustible liquids

化学と産業

用途と製造

General Manufacturing InformationBenzeneethanamine, 3,4-dimethoxy-: ACTIVE

応用分野 · 3 件

用途有機合成原料。

天然物の起源3,4-Dimethoxyphenethylamine is a natural product found in Pilosocereus leucocephalus, Vachellia rigidula, and Ototropis elegans with data available.

使用3,4-Dimethoxyphenethylamine is a methylated metabolite of Dopamine (D533780); a potent inhibitor of brain mitochondrial respiration used in Parkinson’s disease studies.

調製方法 · 1 件

純化方法Purify the amine by fractionation through an efficient column in an inert atmosphere as it is a relatively strong base. [Horner & Sturm Justus Liebigs Ann Chem 608 12819 1957, Jung et al. J Am Chem Soc 75 4664 1953.] The hydrochloride has m 152o, 154o, 156o (from EtOH, Me2CO or EtOH/Et2O), the picrate has m 165-167o(dec), and the 4-nitrobenzoyl derivative has m 147o [Buck J Am Chem Soc 55 2593 1933]. [Beilstein 13 H 800, 13 IV 2604.]

上流・下流製品情報

上流原料

3,4-ジメトキシベンジルシアニド

下流製品

ドブタミンベラパミルフェノルドパムドペキサミン Desmethyl-5'-methoxylaudanosine ノルラウダノシン塩酸塩 (1R)-1-[(3,4-ジメトキシフェニル)メチル]-6,7-ジメトキシ-2-メチル-1,2,3,4-テトラヒドロイソキノリン Tetrabenazine 6,7-ジメトキシ-1,2,3,4-テトラヒドロイソキノリン塩酸塩 [2-(3,4-Dimethoxy-phenyl)-ethyl]-(5-methyl-furan-2-ylmethyl)-amine N-[2-(3,4-ジメトキシフェニル)エチル]アセトアミド 1-[2-(3,4-ジメトキシフェニル)エチル]-5-オキソピロリジン-3-カルボン酸

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補足説明

定義ChEBI: An aromatic ether that is the derivative of 2-phenylethylamine with methoxy substituents at the 3- and 4-positions. It is an alkaloid isolated from the Cactaceae family.