(2-クロロエチル)ジベンジルアミン

N-(2-Chloroethyl)dibenzylamine

HCID 5820CAS 51-50-3

部分構造検索類似構造を探す

基本情報

標準SMILES: ClCCN(Cc1ccccc1)Cc1ccccc1
InChIKey: GSLWSSUWNCJILM-UHFFFAOYSA-N
分子式: C16H18ClN
平均分子量: 259.77 g/mol
単同位体質量: 259.11277726

名称と識別子

優先名称: N-(2-Chloroethyl)dibenzylamine
IUPAC: N,N-dibenzyl-2-chloroethanamine
現地名: (2-クロロエチル)ジベンジルアミン
英語名: Dibenamine
分子式: C16H18ClN
分子量: 259.77

名称と別名

DIBENAMINE51-50-3N-(2-Chloroethyl)dibenzylamineN,N-Dibenzyl-2-chloroethanamine2-(Dibenzylamino)ethyl chlorideDibenzylchlorethylamine2-ChloroethyldibenzylamineSKF 199Dibenzylamine, N-(2-chloroethyl)-N,N-Dibenzyl-2-chloroethylamineN,N-Dibenzyl-beta-chloroethylamine43EXU2S56H

名称をさらに表示

ジベナミンN-(2-クロロエチル)-N-(フェニルメチル)ベンゼンメタンアミン(2-クロロエチル)ジベンジルアミンN-(2-クロロエチル)ジベンジルアミンN,N-ジベンジル-2-クロロエタン-1-アミンジベンジル(2-クロロエチル)アミンN,N-Dibenzyl-2-chloroethan-1-amine(2-Chloroethyl)dibenzylaminebis(benzyl)-(2-chloroethyl)amine2-chloro-N,N-bis(phenylmethyl)ethanamine

DTXSID20199001Benzenemethanamine, N-(2-chloroethyl)-N-(phenylmethyl)-RefChem:388925DTXCID10121492DibenzylchlorethamineDibenzyl chlorethylamineDibenzyl(2-chloroethyl)amineN,N-Dibenzyl-.beta.-chloroethylamine

データベース識別子

CAS: 51-50-3
PubChem CID: 5820
DTXSID: DTXSID20199001
ChEMBL: CHEMBL3305685
UNII: 43EXU2S56H
Nikkaji: J10.688G

物性

構造計算による物性

XLogP: 3.8
極性表面積: 3.2 Å²
水素結合供与体数: 0
水素結合受容体数: 1
回転可能結合数: 6
重原子数: 18
形式電荷: 0
複雑度: 187

実験および物理化学的性質

Color/FormOILY LIQUID

Stability/Shelf Life · 2 件

TURNS YELLOW ON STORAGE & DECOMP ON STANDING TO FORM SOLID POLYMERIC COMPD /CHLOROETHYLAMINES/

STABLE IN ACID SOLN BUT RAPIDLY LOSES ACTIVITY IN NEUTRAL OR ALKALINE AQ SOLUTIONS /HYDROCHLORIDE/

Other Experimental Properties · 2 件

MP: 192 °C, ALSO GIVEN AS 180-181 °C; PRACTICALLY INSOL IN H2O NEAR NEUTRALITY; SOLUBLE IN DIL ACID: 2% @ PH 2.1, 1% @ PH 2.4, 0.5% @ PH 2.74; SOL IN 95% ALCOHOL, PROPYLENE GLYCOL /HYDROCHLORIDE/

COLORLESS CRYSTALLINE SOLID /CHLOROETHYLAMINE HYDROCHLORIDE/

物理化学的性質

融点: 192 °C · 192 °C
沸点: 407.11 °C · 407.11°C (rough estimate)
比重(密度): 1.0738 · 1.0738 (rough estimate)
屈折率: 1.6 · 1.6000 (estimate)
酸解離定数(Pka): 6.5 · 6.50±0.50(Predicted)

安全と法規制

毒性情報

Interactions · 5 件

...ATROPINE APPEARS TO ANTAGONIZE ACTION OF DIBENAMINE OR "DEBLOCK".

REDN IN PRESSOR RESPONSE WITHOUT REVERSAL IS USUALLY SEEN WHEN CAPACITY FOR ADRENERGIC VASODILATATION IS LIMITED BY ANY FACTOR, FOR EXAMPLE, SYMPATHOMIMETIC AMINE USED (NOREPINEPHRINE, PHENYLEPHRINE, OR OTHER AGENTS WITH MINIMAL BETA-ADRENERGIC AGONISTIC ACTIVITY) OF PREPN EMPLOYED...

FORMATION OF 7% FORMALADHYDE INDUCED SC GRANULOMA WAS GREATLY SUPPRESSED BY EPINEPHRINE & SLIGHTLY BY NOREPINEPHRINE. DIBENAMINE WAS A WEAKER EXPTL GRANULOMA SUPPRESSOR.

CENTRAL EFFECTS OF SOME ADRENOLYTICS ON SPONTANEOUS MOTILITY & ON POTENTIATION OF SUBHYPNOTIC DOSES OF SODIUM PENTOBARBITAL WERE STUDIED IN MICE. DIBENAMINE POTENTIATED THE ACTION OF SODIUM PENTOBARBITAL. ALL DRUGS, EXCEPT BRETYLIUM DECR SPONTANEOUS MOTILITY.

For more Interactions (Complete) data for DIBENAMINE (9 total), please visit the HSDB record page.

Human Toxicity Excerpts · 3 件

DIBENAMINE.../STIMULATES/ CNS TO CAUSE NAUSEA, VOMITING, HYPERVENTILATION, MOTOR EXCITABILITY...CONVULSIONS, PARTICULARLY WHEN RELATIVELY LARGE DOSE IS RAPIDLY INJECTED IV. IN MAN, CHARACTERISTIC LOSS OF TIME PERCEPTION MAY OCCUR.

LOSS OF VASOMOTOR CONTROL CAN RESULT IN POSTURAL HYPOTENSION & REFLEX TACHYCARDIA IN AMBULATORY PATIENTS, OR A SHARP FALL IN BLOOD PRESSURE IN THOSE WHO ARE HYPOVOLEMIC. /ALPHA-ADRENERGIC BLOCKING AGENTS/

OTHER RESULTS OF ALPHA-RECEPTOR BLOCKADE INCL MIOSIS, NASAL STUFFINESS, & INHIBITION OF EJACULATION. /ALPHA-ADRENERGIC BLOCKING AGENTS/

Non-Human Toxicity Excerpts · 2 件

...TACHYCARDIA IN INTACT ANIMALS IS USUALLY EXAGGERATED BECAUSE PRESSOR RESPONSE IS PREVENTED & REFLEX VAGAL STIMULATION IS MINIMIZED. ...DIBENAMINE INDUCE/S/ REFLEX TACHYCARDIA...

BOVINE BRAIN SODIUM-POTASSIUM ACTIVATED ATPASE WAS IRREVERSIBLY INHIBITED BY DIBENAMINE & DIBENAMINE ANALOGS WHICH ARE ADRENERGIC ALPHA-BLOCKERS.

安全データ

有毒物質データの: 51-50-3(Hazardous Substances Data)

化学と産業

薬理情報

Mechanism of Action · 2 件

ALPHA-ADRENERGIC BLOCKING AGENTS BIND SELECTIVELY TO ALPHA CLASS OF ADRENERGIC RECEPTORS & THEREBY INTERFERE WITH CAPACITY OF SYMPATHOMIMETIC AMINES TO INITIATE ACTIONS AT THESE SITES. ...DIBENAMINE BIND/S/ COVALENTLY TO ALPHA RECEPTOR & PRODUCE/S/ IRREVERSIBLE & INSURMOUNTABLE TYPE OF BLOCKADE.

...DIBENAMINE HAS RELATIVELY LOW ANTIHISTAMINIC ACTIVITY...

MeSH Pharmacological Classification · 2 件

Drugs that bind to but do not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists. Adrenergic alpha-antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.

Drugs that inhibit the actions of the sympathetic nervous system by any mechanism. The most common of these are the ADRENERGIC ANTAGONISTS and drugs that deplete norepinephrine or reduce the release of transmitters from adrenergic postganglionic terminals (see ADRENERGIC AGENTS). Drugs that act in the central nervous system to reduce sympathetic activity (e.g., centrally acting alpha-2 adrenergic agonists, see ADRENERGIC ALPHA-AGONISTS) are included here.

Absorption, Distribution and ExcretionABSORPTION FROM GI TRACT IS INCOMPLETE & SOMEWHAT CAPRICIOUS... THE METABOLIC FATE OF THESE HIGHLY UNSTABLE AGENTS IS POORLY UNDERSTOOD. /HALOALKYLAMINE ADRENERGIC BLOCKING AGENTS/

用途と製造

UsesMEDICATION

Methods of Manufacturing · 2 件

CHLOROETHYLAMINES ARE PREPARED BY ACTION OF THIONYL CHLORIDE ON APPROPRIATE ETHANOLAMINE... FREE BASE IS LIBERATED BY TREATING HYDROCHLORIDE WITH SODIUM HYDROXIDE OR CARBONATE.

RABALD, DIMROTH, GERMAN PATENT 824,208 (1951 TO CF BOEHRINGER, MANN); CA 47, 2206 (1953). /HYDROCHLORIDE/