基本情報
- CAS
67-92-5- 標準SMILES
CCN(CC)CCOC(=O)C1(C2CCCCC2)CCCCC1- InChIKey
CURUTKGFNZGFSE-UHFFFAOYSA-N- 分子式
- C19H35NO2
- 平均分子量
- 309.5 g/mol
- 単同位体質量
- 309.26677936
概要
Dicyclomine is the ester resulting from the formal condensation of 1-cyclohexylcyclohexanecarboxylic acid with 2-(diethylamino)ethanol. An anticholinergic, it is used as the hydrochloride to treat or prevent spasm in the muscles of the gastrointestinal tract, particularly that associated with irritable bowel syndrome. It has a role as a muscarinic antagonist, a parasympatholytic and an antispasmodic drug. It is a tertiary amine and a carboxylic ester. It is functionally related to a 2-diethylaminoethanol and a 1,1'-bi(cyclohexyl)-1-carboxylic acid.
名称と識別子
- 優先名称
- Dicyclomine
- IUPAC
- 2-(diethylamino)ethyl 1-cyclohexylcyclohexane-1-carboxylate
- 現地名
- ジシクロベリン
- 英語名
- dicycloverine
- 分子式
- C19H35NO2
- 分子量
- 309.49
名称と別名
dicyclomineDicycloverineDicycloverin77-19-0DiocylDicicloverinaDicycloverinumDicymine2-(diethylamino)ethyl 1-cyclohexylcyclohexane-1-carboxylateDTXSID10229264KV4X8IF6V(Bicyclohexyl)-1-carboxylic acid, 2-(diethylamino)ethyl ester
名称をさらに表示
ジシクロミン1,1'-ビ(シクロヘキサン)-1-カルボン酸2-(ジエチルアミノ)エチル1,1'-ビシクロヘキサン-1-カルボン酸2-(ジエチルアミノ)エチルベンチルウィオビンベンチロール[1,1'-ビシクロヘキサン]-1-カルボン酸2-(ジエチルアミノ)エチルジオシルジシクロベリンジサイクロミン1,1′-ビシクロヘキサン-1-カルボン酸2-(ジエチルアミノ)エチル1,1′-ビ(シクロヘキサン)-1-カルボン酸2-(ジエチルアミノ)エチル[1,1′-ビシクロヘキサン]-1-カルボン酸2-(ジエチルアミノ)エチル2-(ジエチルアミノ)エチル [1,1'-ビ(シクロヘキサン)]-1-カルボキシラートC06951WyovinicyclomineDicycloverine-D3,D4Dicycloverine (Dicyclomine)1,1'-Bicyclohexane-1-carboxylic acid 2-(diethylamino)ethyl
[1,1'-Bicyclohexyl]-1-carboxylic acid, 2-(diethylamino)ethyl ester2-(diethylamino)ethyl 1-cyclohexylcyclohexanecarboxylate(1,1'-Bicyclohexyl)-1-carboxylic acid, 2-(diethylamino)ethyl ester2-diethylaminoethyl 1-cyclohexylcyclohexane-1-carboxylateBicyclohexyl-1-carboxylic acid 2-diethylamino-ethyl esterCHEBI:4514DTXCID002926[Bicyclohexyl]-1-carboxylic acid, 2-(diethylamino)ethyl ester
物性
構造計算による物性
- XLogP
- 5.5
- 極性表面積
- 29.5 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 3
- 回転可能結合数
- 8
- 重原子数
- 22
- 形式電荷
- 0
- 複雑度
- 326
実験および物理化学的性質
Drugs
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals
LogP5.5
Solubility
SOL IN WATER ABOUT 25% /HYDROCHLORIDE/
1 G IN 13 ML WATER, 5 ML ALC, 2.5 ML CHLOROFORM, 770 ML ETHER; INSOL IN ALKALINE AQ MEDIUM /HCL/
3.27e-03 g/L
Human DrugsBreast Feeding; Lactation; Milk, Human; Muscarinic Antagonists; Parasympatholytics
Melting Point165-166
Physical DescriptionSolid
Stability/Shelf LifeSTABLE IN AIR & TO MODERATE HEAT /HYDROCHLORIDE/
Collision Cross Section179.29 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Other Experimental Properties
MP 164-166 °C /HYDROCHLORIDE/
PRACTICALLY ODORLESS & HAS VERY BITTER TASTE /HYDROCHLORIDE/
CRYSTALS FROM BUTANONE /HYDROCHLORIDE/
FINE, WHITE, CRYSTALLINE POWDER /HYDROCHLORIDE/
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
危険有害性情報
Regulatory InformationREACH registered substance: Dicycloverine (EC: 201-009-4)
Other Safety InformationIMAP assessments - [1,1'-Bicyclohexyl]-1-carboxylic acid, 2-(diethylamino)ethyl ester: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
毒性情報
Interactions...ANTICHOLINERGIC AGENTS, SUCH AS...DICYCLOMINE...WOULD BE EXPECTED TO INTERACT WITH DIGOXIN...
HepatotoxicityLike other anticholinergic agents, dicyclomine has not been linked to episodes of liver enzyme elevations or clinically apparent liver injury. The metabolism of dicyclomine is not well defined but it is likely metabolized by the liver.
Human Toxicity Excerpts
SIDE EFFECTS OF DICYCLOMINE INCL DIZZINESS, FEELING OF ABDOMINAL FULLNESS, & DRY MOUTH. CONSTIPATION, BLURRED VISION, FATIGUE, SEDATION, NAUSEA, VOMITING, HEADACHE, IMPOTENCE, URINARY RETENTION, & RASH OCCUR RARELY.
THERE IS ONE REPORT THAT WHEN PT UNDER TREATMENT FOR GLAUCOMA OF UNSPECIFIED TYPE WERE GIVEN 10 MG OF DICYCLOVERINE HYDROCHLORIDE ORALLY, THEY HAD RISE OF 3-10 MM HG FOR 2-3 HR. IN MOST CASES NO RISE OF OCULAR PRESSURE HAS BEEN FOUND, REGARDLESS OF TYPE OF GLAUCOMA. /HYDROCHLORIDE/
化学と産業
薬理情報
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
Protein BindingData regarding plasma protein binding of dicyclomine is not readily available.
Pharmacodynamics
Dicyclomine is an anticholinergic drug used to relax the smooth muscles of the intestines. It's duration of action is not especially long as it is usually taken 4 times daily with individual doses of 20-40mg orally or 10-20mg by intramuscular injection. Dicyclomine should not be administered intravenously.
Mechanism of Action
Dicyclomine achieves its action partially through direct antimuscarinic activity of the M1, M3, and M2 receptors; and partially through antagonism of bradykinin and histamine. Dicyclomine non-competitively inhibits the action of bradykinin and histamine, resulting in direct action on the smooth muscle, and decreased strength of contractions seen in spasms of the ileum.
...MAJOR ACTION APPEARS TO BE NONSPECIFIC DIRECT RELAXANT ACTION ON SMOOTH MUSLCE RATHER THAN COMPETITIVE ANTAGONISM OF ACH.
Biological Half-LifeThe mean plasma elimination half life is approximately 1.8 hours.
Metabolism/MetabolitesThe metabolism of dicyclomine has not been well researched.
FDA Pharmacological Classification
4KV4X8IF6V
DICYCLOMINE
Established Pharmacologic Class [EPC] - Anticholinergic
Mechanisms of Action [MoA] - Cholinergic Antagonists
Dicyclomine is an Anticholinergic. The mechanism of action of dicyclomine is as a Cholinergic Antagonist.
MeSH Pharmacological Classification
Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS.
関連反応
0 件
現在のフィルター条件では反応記録がありません。
化合物ノート
読み込み中…