替宁酸

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: 替宁酸

英文名称：tienilic acid

CAS：
40180-04-9
分子式：C13H8Cl2O4S

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2-(2,3-二氯-4-(噻吩-2-羰基)苯氧基)乙酸

CAS：40180-04-9

纯度： 98% 货期： 3日

规格： 5g/瓶

价格需洽谈

（阿尔法）河南威梯希化工科技有限公司
2-(2,3-DICHLORO-4-(THIOPHENE-2-CARBONYL)PHENOXY)ACETIC ACID

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纯度： 98% 货期： 14日

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上海优合生物科技有限公司
替宁酸

CAS：40180-04-9

纯度： 98% 货期： 7日

规格： 5mg

价格需洽谈

成都思天德生物科技有限公司
2-[2,3-dichloro-4-(thiophene-2-carbonyl)phenoxy]acetic acid

CAS：40180-04-9

纯度： 96% 货期： 7日

规格： 500g

价格需洽谈

American Custom Chemicals Corporation

替宁酸简介

Tienilic acid (INN and BAN) or ticrynafen (USAN) is a loop diuretic drug with uric acid-lowering (uricosuric) action, formerly marketed for the treatment of hypertension. It was approved by FDA on May 2, 1979, and withdrawn in 1982, after case reports in the United States indicated a link between the use of ticrynafen and hepatitis.
Criminal charges were brought against SmithKline executives with regard to hiding data related to toxicity while gaining FDA approval. The company pleaded guilty to 14 counts of failure to report adverse reactions and 20 counts of selling a misbranded drug.
Tienilic acid was found to act as a suicide substrate at the cytochrome P450 enzymes involved in drug metabolism. Unfortunately, the metabolic reaction carried out by these enzymes converted tienilic acid to a thiophene sulfoxide which proved highly electrophilic. This encouraged a Michael reaction leading to alkylation of a thiol group in the enzyme's active site. Loss of water from the thiophene sulfoxide restored the thiophene ring and resulted in tienilic acid being covalently linked to the enzyme, thus inhibiting the enzyme irreversibly.
In addition sera of patients who had liver failure after taking this drug contained antibodies recognizing CYP2C9 able to hydroxylate the drug and to give covalent binding.
The above explanation is a hypothesis. It is still not known (after 15 years) if the reactive intermediate which inactivates the CYP2C9 is the thiophene sulfoxide or the thiophene epoxide. The target on the protein is also not known (could be multiple). However tienilic acid is a good mechanism based inhibitor of CYP2C9 and seems to inactivate it stoichiometrically. Progress in proteomics may one day give the answer.
Recent studies indicate that in fact the primary metabolite of tienilic acid (5-OH tienilic acid) cannot be derived from a thiophene-S-oxide intermediate as was previously hypothesized. It was determined to be derived from a thiophene epoxide intermediate and this reactive intermediate is then likely a cause for the covalent binding to as well as mechanism-based inactivation of CYP2C9.

替宁酸基本信息

中文名称	替宁酸	英文名称	tienilic acid
中文别名	2-(2,3-二氯-4-(噻吩-2-羰基)苯氧基)乙酸; 噻吩利尿酸; 2,3-二氯-4-(2-噻吩甲酰基)苯氧基乙酸; 查看更多中文别名	英文别名	Tienilic acid; Tienilico acido; Acidum tienilicum; TienilicAcid; Selacryn; Diflurex; Ticrynafen Tienylic acid [2,3-Dichloro-4-(2-thienylcarbonyl)phenoxy]-acetic acid; [2,3-dichloro-4-(2-thenoyl)phenoxy]acetic acid; Acido tienilico; Acide tienilique; 2,3-dichloro-4-(thien-2-ylcarbonyl)-phenoxyacetic acid; [2,3-dichloro-4-(thiophene-2-carbonyl)-phenoxy]-acetic acid; Ticrex; Ticrynafen; 2-[2,3-dichloro-4-(thiophene-2-carbonyl)phenoxy]acetic acid; Thienylic acid; 查看更多英文别名
CAS号	40180-04-9	分子式	C13H8Cl2O4S
分子量	331.17100	精确质量	329.95200
PSA	91.84000	LOGP	3.74930

替宁酸编号系统

UNII	HC95205SY4

替宁酸物化性质

密度：: 1.532g/cm3

沸点：: 534.6ºC at 760 mmHg

熔点：: 148-149ºC

闪点：: 277.1ºC

折射率：: 1.632

储存条件：: -20ºC Freezer

安全信息

海关编码：: 2934999090

海关数据

共找到8个国家海关数据

国家名称	海关编码	海关数据更新时间	操作
中国	2934999090	2019-03	申报要素
美国	2934999000	2019-03	概述
印度	29349900	2019-03	概述
欧盟	29349990	2019-03	概述
英国	2934999090	2019-03	概述
日本	293499090	2019-03	概述
韩国	2934999000	2019-03	概述
加拿大	2934990090	2019-03	概述