Proglumide (HCID 4922)

概要

Proglumide is a racemate composed of equal amounts of (R)- and (S)-proglumide. A non-selective CCK antagonist that was used primarily for treatment of stomach ulcers, but has been replaced by newer drugs. It has a role as an opioid analgesic, a cholinergic antagonist, a drug metabolite, an anti-ulcer drug, a gastrointestinal drug, a delta-opioid receptor agonist, a cholecystokinin antagonist and a xenobiotic metabolite. It contains a (R)-proglumide and a (S)-proglumide.

名称と識別子

優先名称: Proglumide
IUPAC: 4-benzamido-5-(dipropylamino)-5-oxopentanoic acid
現地名: プログルミド
英語名: Proglumide
分子式: C18H26N2O4
分子量: 334.41

名称と別名

proglumide6620-60-64-benzamido-5-(dipropylamino)-5-oxopentanoic acidBinosideXylamidedl-proglumideMilidNulsaGastrotopicMidelidUlcutinProglumida

名称をさらに表示

rac-(R*)-4-(ベンゾイルアミノ)-5-(ジプロピルアミノ)-5-オキソ吉草酸(±)-4-(ベンゾイルアミノ)-5-(ジプロピルアミノ)-5-オキソ吉草酸ガストロピックキシラミド(胃粘膜保護薬)キシドプロミド(副交感神経しゃ断薬)ミリッドウルクチンプログルミドビノシドミデリッドプロミドヌルサキシルアミドプログルミド (JP17)ProMkxm242dlcr242w5219milide

XydeProglumidumPromidW-5219DTXSID7023516242 DLCR-242(+-)-4-Benzamido-N,N-dipropylglutaramic acid

データベース識別子

CAS: 6620-60-6
PubChem CID: 4922
DTXSID: DTXSID7023516
ChEMBL: CHEMBL316561
ChEBI: CHEBI:32058
UNII: EPL8W5565D
EC Number: 229-567-4
Nikkaji: J3.421E

物性

構造計算による物性

XLogP: 2.4
極性表面積: 86.7 Å²
水素結合供与体数: 2
水素結合受容体数: 4
回転可能結合数: 10
重原子数: 24
形式電荷: 0
複雑度: 413

実験および物理化学的性質

Human DrugsPharmaceuticals

Collision Cross Section · 2 件

181.1 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

186.48 Å² [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点: 148 · 148-150°C
沸点: 471.21 °C · 471.21°C (rough estimate)
比重(密度): 1.1944 · 1.1944 (rough estimate)
屈折率: 1.57 · 1.5700 (estimate)
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
溶解性: DMSO（微量）、メタノール（微量）
外見: 個体
酸解離定数(Pka): 4.51 · 4.51±0.10(Predicted)
色: クリスタル
InChI: InChI=1S/C18H26N2O4/c1-3-12-20(13-4-2)18(24)15(10-11-16(21)22)19-17(23)14-8-6-5-7-9-14/h5-9,15H,3-4,10-13H2,1-2H3,(H,19,23)(H,21,22)
InChIKey: DGMKFQYCZXERLX-UHFFFAOYSA-N
SMILES: C(O)(=O)CCC(NC(=O)C1=CC=CC=C1)C(N(CCC)CCC)=O
CAS データベース: 6620 · 6620-60-6(CAS DataBase Reference)
EPAの化学物質情報: 4 · Pentanoic acid, 4-(benzoylamino)-5-(dipropylamino)-5-oxo- (6620-60-6)

化学的性質

化学的特性White Solid

安全と法規制

GHS分類

GHS Classification · 3 件

This chemical does not meet GHS hazard criteria for 100% (3 of 3) of all reports.

Not Classified

Aggregated GHS information provided per 3 reports by companies from 1 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory InformationREACH registered substance: Proglumide (EC: 229-567-4)

Other Safety InformationIMAP assessments - Pentanoic acid, 4-(benzoylamino)-5-(dipropylamino)-5-oxo-, (.+-.)-: Human health tier I assessment

Hazard Classes and CategoriesNot Classified

安全データ

毒性: LD50 in mice (mg/kg): 2211-2649 i.v.; 7350-8861 orally (Rovati)

化学と産業

薬理情報

ATC Code · 2 件

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

MeSH Pharmacological Classification · 1 件

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief.

用途と製造

Use ClassificationPharmaceuticals

応用分野 · 2 件

説明Proglumide (Milid) is a drug that inhibits gastrointestinal motility and reduces gastric secretions. It acts as a cholecystokinin antagonist, which blocks both the CCKA and CCKB subtypes. It was used mainly in the treatment of stomach ulcers, although it has now been largely replaced by newer drugs for this application.Proglumide is a nonpeptide and orally active cholecystokinin (CCK)-A/B receptors antagonist. Proglumide selective blocks CCK’s effects in the central nervous system (CNS). Proglumide has ability to inhibit gastric secretion and to protect the gastroduodenal mucosa. Proglumide also has antiepileptic and antioxidant activities.

使用Anticholinergic.

上流・下流製品情報

上流原料

ジプロピルアミンベンゾイルクロリド

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]

常州亚邦制药有限公司[email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

山东泰诚生物科技有限公司18769832557 18769832557 · [email protected]

武汉鹏垒生物科技有限公司15871464247 · [email protected]

プログルミド

基本情報

概要