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
戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HCID 3883作成日：2026年10月27日

ランソプラゾール

ラプラゾール · (1H-ベンゾイミダゾール-2-イル)[4-(2,2,2-トリフルオロエトキシ)-3-メチル-2-ピリジルメチル]スルホキシド · ランソプラゾール · タピゾール · 2-[[[3-メチル-4-(2,2,2-トリフルオロエトキシ)ピリジン-2-イル]メチル]スルフィニル]-1H-ベンゾイミダゾール · 2-[[3-メチル-4-(2,2,2-トリフルオロエトキシ)-2-ピリジル]メチルスルフィニル]-1H-ベンゾイミダゾール · 2-[[[3-メチル-4-(2,2,2-トリフルオロエトキシ)-2-ピリジニル]メチル]スルフィニル]-1H-ベンゾイミダゾール · スタンゾーム

https://huagongshe.com/ja/chemical/3883

ランソプラゾール の分子構造式

識別子と物理属性

CAS No.103577-45-3
分子式C16H14F3N3O2S
平均分子量369.368 g/mol
単同位体質量369.07588235 g/mol
SMILESCc1c(OCC(F)(F)F)ccnc1CS(=O)c1nc2ccccc2[nH]1
InChIKeyMJIHNNLFOKEZEW-UHFFFAOYSA-N
PubChem CID3883
ChEMBLCHEMBL480
ChEBICHEBI:6375
EC No.627-144-2
DTXSIDDTXSID4023200
現地名ランソプラゾール

化学・物理的性質

XLogP2.8
極性表面積87.1
水素結合供与体数1
水素結合受容体数8
回転可能結合数5
重原子数25
形式電荷0
複雑度480
臭いOdorless
Color/FormWhite to brownish-white crystalline powder
溶解度0.97Freely soluble in dimethylformamidesoluble in ethyl acetate, dichloromethane and acetonitrilevery slightly soluble in ether, and practically insoluble in hexane and water.>55.4 [ug/mL] (The mean of the results at pH 7.4)水にほとんど溶けず、無水エタノールに溶け、アセトニトリルに極めて溶けにくい。
融点178-182 °C178 to 182 °C (decomposes)MP: approx 166 °C with decomposition. Stable when exposed to light for up to two months. The compound degrades in aqueous solution, the rate of degradation increasing with decreasing pH. At 25 °C the half-lives are approx 0.5 and 18 hrs at pH 5.0 and pH 7.0, respectively.178 - 182 °C178-182°C dec.
Physical DescriptionSolid
Dissociation ConstantspKa1 = 1.1pKa2 = 6.9pKa3 = 12 /Estimated/
Collision Cross Section185.8 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]165.37 Ų [M+H-H2O]+ [CCS Type: TW177.38 Ų [M+H]+ [CCS Type: TW187.78 Ų [M+Na]+ [CCS Type: TW
沸点555.8±60.0 °C(Predicted)
密度1.50±0.1 g/cm3(Predicted)
貯蔵条件2-8°C
pKa（酸解離定数）pKa 2.34±0.37 (Occasionally)3.53±0.37 (Occasionally)8.48±0.30 (Occasionally)
外観・状態粉
色オフホワイト
Merck14,5362
BCS Class2
InChIInChI=1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)
InChIKeyMJIHNNLFOKEZEW-UHFFFAOYSA-N
SMILESC1(S(CC2=NC=CC(OCC(F)(F)F)=C2C)=O)NC2=CC=CC=C2N=1
CAS データベース103577-45-3(CAS DataBase Reference)

化学的特性

White Crystalline Powder

安全性と法規制

GHS 分類This chemical does not meet GHS hazard criteria for 0.7% (1 of 136) of reports.WarningH315 (96.3%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (96.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (95.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 136 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 1 of 136 reports by companies.There are 16 notifications provided by 135 of 136 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
規制情報Lansoprazole: Does not have an individual approval but may be used under an appropriate group standard
FDA 要件The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl lansoprazole, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.
Hazard Classes and CategoriesSkin Irrit. 2 (96.3%)Eye Irrit. 2 (96.3%)STOT SE 3 (95.6%)Skin Irrit. 2 (100%)Eye Irrit. 2 (100%)STOT SE 3 (100%)
処分方法SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality

用途

用途

プロトンポンプ阻害剤です。 胃酸生成細胞である壁細胞に移行し、H+、 K+-ATPase活性を強く抑制して胃酸分泌を抑 制します。

用途

プロトンポンプ阻害剤です。 胃酸生成細胞である壁細胞に移行し、H+、 K+-ATPase 活性を強く抑制して胃酸分泌を抑 制します。

説明

Lansoprazole is the second proton pump inhibitor approved as an antiulcer agent for the short term treatment of duodenal ulcer and gastroesophageal reflux disease. Like omeprazole, lansoprazole is reported to be more efficacious than the H2-antagonists in treating peptic ulcer disease.Other potential uses could be in the treatment of Zollinger-Ellison syndrome.

使用

Used as a gastric proton pump inhibitor. An antiulcerative

一般的な説明

Lansoprazole, 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole(Prevacid), is a white to brownish white, odorless crystallinepowder that is practically insoluble in water.Lansoprazole is a weak base (pyridine N, pKa 3.83.) and aweak acid (benzimidazole N-H, pK 0.62). Like other PPIs,lansoprazole is essentially a prodrug that, in the acidic biophaseof the parietal cell, forms an active metabolite thatirreversibly interacts with the target ATPase of the pump.Lansoprazole must be formulated as encapsulated entericcoatedgranules for oral administration to protect the drugfrom the acidic environment of the stomach.In the fasting state, about 80% of a dose of lansoprazole(vs. 50% of omeprazole) reaches the systemic circulation,where it is 97% bound to plasma proteins. Thedrug is metabolized in the liver (sulfone and hydroxymetabolites) and excreted in bile and urine, with a plasmahalf-life of about 1.5 hours.

potential migration in soil or water
effects on animal, aquatic, and plant life
and conformance with environmental and public health regulations.
相互作用Possible interactions of lansoprazole with medications known to be metabolized by the hepatic cytochrome p450 enzyme system should be considered.... Lansoprazole, by increasing gastric pH, as the potential to affect the bioavailability of any medication whose absorption is pH-dependent. Also, lansoprazole may prevent the degradation of acid-labile drugs.Lansoprazole causes prolonged inhibition of gastric acid secretion, and thereby my interfere with the absorption of these medications /ampicillin ester, digoxin, iron salts, ketoconazole/and other for which bioavailability is determined by gastric pH.Lansoprazole appears to produce a dose-dependent decrease in the absorption of cyanocobalaminthis my be due to lansoprazole-induced hypochlorhydria or achlorhydria.For more Interactions (Complete) data for LANSOPRAZOLE (9 total), please visit the HSDB record page.
HepatotoxicityDespite its wide use, lansoprazole has only rarely been associated with hepatic injury. In large scale, long term trials of lansoprazole, serum ALT elevations have occurred in less than 1% of patients and at rates similar to those that occur with placebo or comparator drugs. Only a small number of cases of clinically apparent liver disease due to lansoprazole or dexlansoprazole have been published and most have been anicteric and mild. In most instances, the time to onset was within 2 to 4 weeks and the pattern of enzyme elevations was hepatocellular or mixed. Hypersensitivity reactions with fever, rash and eosinophilia have been described due to dexlansoprazole and lansoprazole, and these reactions may be accompanied by minor serum enzyme elevations and thus qualify for DRESS syndrome (drug-rash with eosinophilia and systemic symptoms). Autoantibody formation is rare. Recovery is usually rapid (within a month) and complete upon stopping lansoprazole. Recurrence on reexposures has been reported.Likelihood score: C (probable rare cause of clinically apparent liver injury).
Milk ConcentrationsIt is not known whether lansoprazole is distributed into breast milk. However, lansoprazole or its metabolites are distributed into the milk of rats.
Human Toxicity Excerpts/HUMAN EXPOSURE STUDIES/ In one reported case of overdose, the patient consumed 600 mg of lansoprazole with no adverse reaction.
Drug Induced Liver InjuryDrug Induced Liver Injury Rank (DILIrank 2.0)LansoprazolevLess-DILI-concern3Adverse reactionsDOI:10.1016/j.drudis.2016.02.015
Non-Human Toxicity Excerpts/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Duodenogastric reflux is known to cause an increased frequency of cancer in the glandular portion of the stomach in rats. Furthermore, it is debated whether inhibition of gastric acid secretion may promote gastric carcinogenesis. In the present study we examined the combined effect of gastroduodenal reflux and acid inhibition with respect to the development of gastric carcinoma in the rat. Following the construction of a gastrojejunostomy in male Wistar rats, half of them were given the proton pump inhibitor lanzoprazole for 1 year. The rats were then killed and the pH in the stomach and gastrin in blood were measured. The stomach was examined macroscopically as well as histologically. Gastrin levels at autopsy were significantly increased in treated rats compared to the control group, confirming an effect of lanzoprazole on gastric acid secretion. Body weight was significantly reduced in the treated rats. Thirty of 79 rats developed gastric cancer, and they were all adenocarcinomas of the Lauren intestinal type. Gastric cancers occurred significantly more often in lanzoprazole-treated rats (50%) compared with controls (27%). Lanzoprazole given orally enhances the carcinogenic effect of duodenogastric reflux in rats./LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Leydig cell tumors (LCTs) are frequently observed during rodent carcinogenicity studies, however, the significance of this effect to humans remains a matter of debate. Many chemicals that produce LCTs also induce hepatic cytochromes P450 (CYPs), but it is unknown whether these two phenomena are causally related. Our aim was to investigate the existence of a liver-testis axis wherein microsomal enzyme inducers enhance testosterone metabolic clearance, resulting in a drop in circulating hormone levels and a consequent hypertrophic response from the hypothalamic-pituitary-testis axis. Lansoprazole was selected as the model compound as it induces hepatic CYPs and produces LCTs in rats. Male Sprague-Dawley rats were dosed with lansoprazole (150 mg/kg/day) or vehicle for 14 days. Lansoprazole treatment produced effects on the liver consistent with an enhanced metabolic capacity, including significant increases in relative liver weights, total microsomal CYP content, individual CYP protein levels, and enhanced CYP-dependent testosterone metabolism in vitro. Following intravenous administration of 14(C)testosterone, lansoprazole-treated rats exhibited a significantly smaller area under the curve and significantly higher plasma clearance. Significant reductions in plasma and testicular testosterone levels were observed, confirming the ability of this compound to perturb androgen homeostasis. No significant changes in plasma LH, FSH, or prolactin levels were detected under our experimental conditions. Lansoprazole treatment exerted no marked effects on testicular testosterone metabolism./LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ In 2 year studies in rats receiving up to 40 times the recommended human dose, lansoprazole produced dose-related gastric enterochromaffin-life (ECL) cell hyperplasia and ECL cell carcinoids in both male and female rats. Lansoprazole also increased the incidence of intestinal metaplasia of the gastric epithelium, and produced dose-related increases in the incidence of testicular interstitial adenomas. In a 1 year toxicity study in rats receiving 13 times the recommended human dose, testicular interstitial cell adenoma also occurred in 1 of 30 rats. In a 2 year study in mice receiving up to 80 times the recommended human dose, lansoprazole produced an increased incidence of liver tumors (Hepatocellular adenomas and carcinomas), a dose-related increase in the incidence of gastric ECL cell hyperplasia, and adenomas of the rete restis in males./LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ Lansoprazole at oral doses up to 150 mg/kg/day was found to have no effect on fertility and reproductive performance of male and female rats.For more Non-Human Toxicity Excerpts (Complete) data for LANSOPRAZOLE (6 total), please visit the HSDB record page.
Effects During Pregnancy and Lactation◉ Summary of Use during LactationNo information is available on the use of lansoprazole during breastfeeding. However, lansoprazole has been used safely in newborn infants, so it is unlikely that the amount in breastmilk would be harmful.◉ Effects in Breastfed InfantsRelevant published information was not found as of the revision date.◉ Effects on Lactation and BreastmilkThe Spanish pharmacovigilance system found 3 cases of gynecomastia associated with lansoprazole reported during the time period of 1982 to 2006. A retrospective claims database study in the United States found that users of proton pump inhibitors had an increased risk of gynecomastia.A review article reported that a search of database from the European Pharmacovigilance Centre found 45 cases of gynecomastia, 11 cases of galactorrhea, 3 cases of breast pain and 5 cases of breast enlargement associated with lansoprazole. A search of the WHO global pharmacovigilance database found 123 cases of gynecomastia, 30 cases of galactorrhea, 36 cases of breast pain and 18 cases of breast enlargement associated with lansoprazole.In a retrospective study, out of total of 127 cases of gynecomastia in of 175 male patients, 11 patients were treated had been treated with lansoprazole.One case of elevated serum prolactin and galactorrhea was reported in a 21-year-old man. When omeprazole was substituted for lansoprazole, the serum prolactin decreased to the normal range and galactorrhea ceased. Although this case occurred in Spain, it was not included in the report above.A 13-year-old girl with a recent history of bilateral galactorrhea and hyperprolactinemia from omeprazole and domperidone on separate occasions was given lansoprazole to prevent gastrointestinal irritation following intravenous diclofenac for a severe headache. After 3 days of lansoprazole therapy, she again developed galactorrhea and an elevated serum prolactin that returned to normal a week after discontinuing lansoprazole.A 17-year-old woman using a progestin-containing IUD for 1 year began lansoprazole 15 mg daily and presented after 1 week with bilateral galactorrhea and hyperprolactinemia of 92 mcg/L. Seventy-two hours after discontinuation of lansoprazole, galactorrhea ceased. Four months later, serum prolactin was normal at 24.1 mcg/L with no recurrence of galactorrhea. The authors judged the adverse reaction likely to be caused by lansoprazole.The prolactin level in a mother with established lactation may not affect her ability to breastfeed.
水環境危害等級（WGK）2
RTECS 番号DD9487500
毒性dog,LD,oral,> 2gm/kg (2000mg/kg),Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 35, Pg. 387, 1993.
税関コード29339900
危険文句（R）36/37/38
危険表示Xi
安全措置（S）26-36
貯蔵分類11 - Combustible Solids
有害物質データ103577-45-3(Hazardous Substances Data)