ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
化工社オープンプロジェクト:[email protected]AIアクセス:llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.7.8
  1. ホーム
  2. /化合物

ジイソプロピルメチル[2-(9H-キサンテン-9-イルカルボニルオキシ)エチル]アミニウム

Propantheline

HCID 4934
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
298-50-0
標準SMILES
CC(C)[N+](C)(CCOC(=O)C1c2ccccc2Oc2ccccc21)C(C)C
InChIKey
VVWYOYDLCMFIEM-UHFFFAOYSA-N
分子式
C23H30NO3+
平均分子量
368.5 g/mol
単同位体質量
368.22256882

概要

Propantheline is a member of xanthenes.

名称と識別子

優先名称
Propantheline
IUPAC
methyl-di(propan-2-yl)-[2-(9H-xanthene-9-carbonyloxy)ethyl]azanium
現地名
ジイソプロピルメチル[2-(9H-キサンテン-9-イルカルボニルオキシ)エチル]アミニウム
英語名
PROPARACAINE
分子式
C16H26N2O3
分子量
294.39

名称と別名

propanthelinePropanthelinium298-50-0Propantheline ionPropantheline cationmethyl-di(propan-2-yl)-[2-(9H-xanthene-9-carbonyloxy)ethyl]azanium1306V2B0Q8Ammonium, (2-hydroxyethyl)diisopropylmethyl-, xanthene-9-carboxylate (ester)2-Propanaminium, N-methyl-N-(1-methylethyl)-N-(2-((9H-xanthen-9-ylcarbonyl)oxy)ethyl)-methyl-di(propan-2-yl)-(2-(9H-xanthene-9-carbonyloxy)ethyl)azaniumPro Banthinemethylbis(propan-2-yl)(2-((9H-xanthen-9-yl)carbonyloxy)ethyl)azanium
名称をさらに表示
プロパンテリンジイソプロピルメチル[2-(9H-キサンテン-9-イルカルボニルオキシ)エチル]アミニウムN-メチル-N-イソプロピル-N-[2-[[(9H-キサンテン-9-イル)カルボニル]オキシ]エチル]-2-プロパンアミニウム[2-[(9H-キサンテン-9-イルカルボニル)オキシ]エチル]ジイソプロピルメチルアミニウムN-メチル-N-イソプロピル-N-[2-[(9H-キサンテン-9-イルカルボニル)オキシ]エチル]-2-プロパンアミニウムメチルビス(プロパン-2-イル)[2-(9H-キサンテン-9-カルボニルオキシ)エチル]アザニウムpromecainePROPARACAINEPROPARACAINE USP/EP/BPProparacaine PropanthelineDiisopropylmethyl[2-(9H-xanthene-9-ylcarbonyloxy)ethyl]aminium

物性

構造計算による物性

XLogP
4.2
極性表面積
35.5 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
7
重原子数
27
形式電荷
1
複雑度
474

実験および物理化学的性質

Drugs · 2 件

Pharmaceuticals -> Listed in ZINC15

Pharmaceutical

Solubility7.22e-05 g/L
Human DrugsBreast Feeding; Lactation; Anti-Ulcer Agents; Muscarinic Antagonists; Parasympatholytics; Gastrointestinal Agents
Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Physical DescriptionSolid
Collision Cross Section · 2 件

184.1 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID2023519]

182.55 Ų [M]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Other Experimental Properties · 2 件

Crystals from isopropanol plus ether; very soluble in water, alcohol, chloroform; practically insol in ether, benzene; mp: 159-161 °C /Bromide/

WHITE OR NEARLY WHITE CRYSTALS; ODORLESS & HAS BITTER TASTE; MELTS BETWEEN 156 & 162 °C WITH DECOMP /BROMIDE/

物理化学的性質

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。

危険有害性情報

FDA Requirements · 1 件

Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).

安全と保護具

Disposal Methods · 1 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

毒性情報

Interactions · 5 件

GI ABSORPTION OF PROPANTHELINE IS INCR BY SODIUM BICARBONATE...

RATE & EXTENT OF ABSORPTION OF.../ORALLY/ DOSED PARACETAMOL IS REDUCED BY...PROPANTHELINE...

CONCURRENT USE OF PROPANTHELINE WITH SLOW-DISSOLVING TABLETS OF DIGOXIN MAY CAUSE INCR SERUM DIGOXIN LEVELS. THIS INTERACTION CAN BE AVOIDED BY USING ONLY THOSE DIGOXIN TABLETS THAT ARE FAST DISSOLVING BY USP STD.

.../TREATMENT WITH/ PROPANTHELINE, INCR /GI/ ABSORPTION /OF PHENOLSULFOPHTHALEIN IN MAN/ UP TO 24% OWING TO DECR GI TRANSIT RATE.

For more Interactions (Complete) data for PROPANTHELINE (14 total), please visit the HSDB record page.

Hepatotoxicity · 1 件

Like other anticholinergic agents, propantheline has not been linked to episodes of liver enzyme elevations or clinically apparent liver injury. It is metabolized at least partially in the liver. A reason for its safety may relate to the low daily dose.

Human Toxicity Excerpts · 4 件

Only tests relating to glaucoma apparently have consisted of admin doses of 15 mg ... orally to 20 normal patients and to 20 patients with various kinds of glaucoma and evaluating intraocular pressure by tonometry performed hourly for 3 hr. ... Tension did not change in normal eyes ... . /Propantheline bromide/

化学と産業

薬理情報

ATC Code · 2 件

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

Pharmacodynamics · 1 件

Propantheline is an anticholinergic drug, a medication that reduces the effect of acetylcholine, a chemical released from nerves that stimulates muscles, by blocking the receptors for acetylcholine on smooth muscle (a type of muscle). It also has a direct relaxing effect on smooth muscle. Propantheline is used to treat or prevent spasm in the muscles of the gastrointestinal tract in the irritable bowel syndrome. In addition, Propantheline inhibits gastrointestinal propulsive motility and decreases gastric acid secretion and controls excessive pharyngeal, tracheal and bronchial secretions.

Mechanism of Action · 2 件

Action is achieved via a dual mechanism: (1) a specific anticholinergic effect (antimuscarinic) at the acetylcholine-receptor sites and (2) a direct effect upon smooth muscle (musculotropic).

ANTICHOLINERGIC DRUGS BLOCK THE ACTION OF ACETYLCHOLINE AT POSTGANGLIONIC CHOLINERGIC SITES, THEREBY INCREASING BLADDER CAPACITY BY REDUCING THE NUMBER OF MOTOR IMPULSES REACHING THE DETRUSOR MUSCLE. /ANTICHOLINERGIC DRUGS/

FDA Pharmacological Classification · 5 件

1306V2B0Q8

PROPANTHELINE

Established Pharmacologic Class [EPC] - Anticholinergic

Mechanisms of Action [MoA] - Cholinergic Antagonists

Propantheline is an Anticholinergic. The mechanism of action of propantheline is as a Cholinergic Antagonist.

MeSH Pharmacological Classification · 2 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.

Drugs that bind to but do not activate MUSCARINIC RECEPTORS, thereby blocking the actions of endogenous ACETYLCHOLINE or exogenous agonists. Muscarinic antagonists have widespread effects including actions on the iris and ciliary muscle of the eye, the heart and blood vessels, secretions of the respiratory tract, GI system, and salivary glands, GI motility, urinary bladder tone, and the central nervous system.

関連反応

1 件
反応記録を作成
HRID 922006 の反応式
HRID 922006反応物としてuspto-grants-2016_03

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
diisopropyl-methyl-[2-(9H-xanthene-9-carbonyloxy)ethyl]ammonium
[2-[(9H-Xanthen-9-ylcarbonyl)oxy]ethyl]diisopropylmethylaminium
methylbis(propan-2-yl){2-[(9H-xanthen-9-yl)carbonyloxy]ethyl}azaniumRefChem:56971206-063-2PropanthelinumPropanthelinHSDB 3174CAS-50-34-0EINECS 206-063-2

データベース識別子

CAS
298-50-0
PubChem CID
4934
DTXSID
DTXSID6047230
ChEMBL
CHEMBL1180725
ChEBI
CHEBI:8481
UNII
1306V2B0Q8
EC Number
206-063-2
Nikkaji
J5.464J
酸解離定数(Pka)
3.22 · pKa 3.22(H2O) (Uncertain)

Symptoms and signs of drug abuse: Vital signs - temperature elevated; heart rate increased; possibly decreased blood pressure. Mental status - drowsiness or coma, sensorium clouded, amnesia, disorientation, visual hallucinations, body image alterations, confusion; with propantheline, restlessness, excitement. /Anticholinergic agents, from table/

VERY HIGH DOSES BLOCK THE SKELETAL NEUROMUSCULAR JUNCTION. THE USUAL CLINICAL DOSE ... ACTS FOR ABOUT 6 HOURS.

An elderly woman presented with preumonia and mental status changes and was found to have bromide /intoxication/ due to ingestion of propantheline bromide over a 2 mo period. The interference of bromide with serum chloride measurements on ion selective electrode resulted in spurious hyperchloremia and was crucial in making the diagnosis. /Propantheline bromide/

Drug Induced Liver Injury · 5 件

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

propantheline

DILI Negative

Oral

DOI:10.1016/j.drudis.2019.09.022

Non-Human Toxicity Excerpts · 1 件

Propantheline bromide a drug used for the treatment of peptic ulcers, was /evaluated/ in male and female Fischer 344/N rats and B6C3F1 mice for subchronic toxicity. The drug was admin in the feed for 13 wk at 0, 220,670, 2000, 6000 and 24,000 ppm in both species. /The cmpd/ caused a decr in weight gain at 24,000 ppm in male and female rats and at 6000 and 24,000 ppm in male and female mice. All rats survived treatment. The top dose of 24,000 ppm was fatal. Clinical signs of toxicity (dilated pupils and decr gastrointestinal emptying, similar to the atropine effects ... /observed/ in man, were seen in male and female rats at 24,000 ppm. Hyperplasia of the transitional epithelium of the urinary bladder was seen in high dose male rats and the end of 13 wk. /Propantheline bromide/

National Toxicology Program Studies · 1 件

Propantheline bromide (PB) ... was tested for its effects on reproduction & fertility in CD-1 mice using the RACB protocol. Data on food & water consumption, body weights, & clinical signs during a 2 wk dose-range-finding study (Task 1) were used to set exposure concns for the Task 2 continuous cohabitation study at 0.0, 0.05, 0.16, & 0.5% in feed. Based on mean body weight & avg feed consumption data, the estimated daily doses were 71, 235, & 760 mg/kg bw. In the F0 animals, there were no deaths during Task 2. Body weight gain for the top dose males was reduced by a factor of 4, compared to controls. There was a statistically significant, but small (6%) reduction in the number of litters/pair at the top dose. The only other changes in reproductive indices for the F0 pairs occurred at the high dose level, & were a reduction in the mean weight of F1 pups adjusted for litter size at the top dose, by 4%, & an incr in the length of time to deliver each litter. This delay was greatest for the first 3 litters, while the difference was less for the last 2 litters. These modest reproductive effects (6% decr in litters/pair, & 4% decr in adjusted live pup weight) were considered too small to be detectable in the single litter generated by the Task 3 crossover, so Task 3 was not conducted. There were no adverse effects of PB consumption on the growth or viability of the F1 offspring in the last litter that was reared for second generation testing. After weaning the F2 mice, the F1 mice from control, middle & high dose groups were killed & necropsied. There were no weight changes or gross lesions noted in females, while male body weights were reduced by 11% at the top dose. There were no changes in sperm indices or in estrous cycle parameters. Only mice from the control & high dose groups were kept & treated with PB from weaning to the mating trial at /postnatal day/ 74 +/- 10. Compared to controls, the high dose PB mice had similar-sized litters, with the same proportion of live pups, & same sex ratio, but the adjusted live pup weight was reduced by 11%. After the delivery & evaluation of the F2 litters & estrous cycle data collection, the F1 adults were killed & necropsied. There was an 8% reduction in female body weight, & no change in organ weights. For males, body weight was reduced by 10%, & prostate weight was reduced by 25%. Epididymal sperm density was reduced at the high dose by 15%, while estrous cycle length & characteristics were unchanged. Thus, propantheline bromide caused detectable but small reductions in litter number, in both generations reduced adjusted pup weight, & reduced F1 prostate weight & sperm count. These effects were seen concomitant with male body weight changes but no other significant non-reproductive toxicities. /Propantheline bromide/

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

法規制情報

FDA Requirements · 1 件

Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).

安全データ

有毒物質データの
298-50-0(Hazardous Substances Data)
Absorption, Distribution and Excretion · 3 件

Approximately 70% of the dose is excreted in the urine, mostly as metabolites.

AFTER 95 HR HUMANS EXCRETED IN URINE 5% OF DOSE (0.03 G) OF PROPANTHELINE BROMIDE GIVEN ORALLY. /PROPANTHELINE BROMIDE, FROM TABLE/

The quarternary ammonium derivatives of the belladonna alkaloids are poorly absorbed after an oral dose; nevertheless, some of these compounds applied locally to the eye can cause mydriasis and cycloplegia. /Quarternary ammonium derivatives of belladonna alkaloids/

Cellular LocationsMembrane

用途と製造

Uses · 2 件

MEDICATION (VET)

MEDICATION

Methods of Manufacturing · 2 件

Cusic, Robinson, J Org Chem (16) 1921, 1951; US patent 2,659,732 (1953 to Searle). /Bromide/

Prepared by reacting xanthene-9-carboxylic acid chloride with 2-diisopropylaminoethanol, followed by alkylation with methyl bromide. /Bromide/

Formulations/Preparations · 2 件

Corrigast; Ercotina; Pro-Banthine; Neo-Metantyl; Pantheline

BETA-DIISOPROPYLAMINOETHYL 9-XANTHENECARBOXYLATE METHOBROMIDE; (2-HYDROXYETHYL)DIISOPROPYLMETHYLAMMONIUM BROMIDE XANTHENE-9-CARBOXYLATE; NEOPEPULSAN; PRO-BANTHINE BROMIDE; PROPANTHELINE BROMIDE; XANTHENE-9-CARBOXYLIC ACID, ESTER WITH (2-HYDROXYETHYL)DIISOPROPYLMETHYLAMMONIUM BROMIDE. /BROMIDE/

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
General Manufacturing InformationListed in the U.S. Pharmacopeia. /Bromide/

応用分野

用途鎮痙薬(平滑筋弛緩薬)平滑筋の痙攣を緩解する

使用Anticholinergic.

サプライヤー19 社

北京华美互利生物化工010-56205725 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
PT CHEM GROUP LIMITED+86-85511178; +86-85511178 · [email protected]
武汉峰耀同辉化学制品有限公司027-87466205 15377579727 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
陕西缔都医药化工有限公司029-81154043 17391733319 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
深圳市巴克化工科技有限公司18825257575 · [email protected]
湖北玖天生物医药科技有限公司027-88013699 17354350817 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
陕西仙禾生物技术有限公司+86-17709210191; +86-17709210191 · [email protected]
Firsky International Trade (Wuhan) Co., Ltd+8615387054039 · [email protected]
AFINE CHEMICALS LIMITED+86-571-85134551 +86-18958018566 · [email protected]
Dideu Industries Group Limited+86-29-81148696 +86-15129568250 · [email protected]