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트랜스트라닐라스트

Tranilast

HCID 178744526
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
70806-55-2
표준 SMILES
COc1ccc(/C=C/C(=O)Nc2ccccc2C(=O)O)cc1OC
InChIKey
NZHGWWWHIYHZNX-CSKARUKUSA-N
분자식
C18H17NO5
평균 분자량
327.3 g/mol

개요

Tranilast is an amidobenzoic acid that is anthranilic acid in which one of the anilino hydrogens is replaced by a 3,4-dimethoxycinnamoyl group. It has a role as an antineoplastic agent, a calcium channel blocker, an anti-asthmatic drug, an anti-allergic agent, a hepatoprotective agent, an aryl hydrocarbon receptor agonist and a nephroprotective agent. It is a secondary carboxamide, a member of cinnamamides, an amidobenzoic acid and a dimethoxybenzene. It is functionally related to an anthranilic acid.

이름 및 식별자

우선 이름
Tranilast
IUPAC
2-[[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]amino]benzoic acid
현지명
트랜스트라닐라스트
영어명
trans-Tranilast
분자식
C18H17NO5
분자량
327.33

이름 및 동의어

tranilast53902-12-8RizabenTranilastumMK-341HVF50SMY6EN-(3,4-Dimethoxycinnamoyl)anthranilic acidNSC-758970CHEBI:775722-((3-(3,4-Dimethoxyphenyl)-1-oxo-2-propenyl)amino)benzoic acid2-[[3-(3,4-Dimethoxyphenyl)-1-oxo-2-propenyl]amino]benzoic AcidBENZOIC ACID, 2-((3-(3,4-DIMETHOXYPHENYL)-1-OXO-2-PROPENYL)AMINO)-
이름 더 보기
트랜스트라닐라스트Tranilast (trans-)trans-Tranilast, >98%Trans-Tranilast, 10 mM in DMSOTranilast Impurity 3 (trans-Tranilast)2-(3,4-Dimethoxycinnamoylamino)benzoic acid2-(3,4-Dimethoxy-trans-cinnamoylamino)benzoic acid(E)-2-(3-(3,4-dimethoxyphenyl)propyleneamideyl)benzenemacetic acid2-[[(2E)-3-(3,4-DiMethoxyphenyl)-1-oxo-2-propen-1-yl]aMino]benzoic AcidBenzoic acid, 2-[[(2E)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propen-1-yl]amino]-
2-{[(2e)-3-(3,4-Dimethoxyphenyl)prop-2-Enoyl]amino}benzoic Acid2-(((2E)-3-(3,4-Dimethoxyphenyl)prop-2-enoyl)amino)benzoic acidBenzoic acid, 2-[[3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl]amino]-RefChem:898664MK341N (3', 4'-dimethoxycinnamoyl) anthranilic acid (N-5')1 N-(3'-4'-dimethoxycinnamoyl) anthranilic acid (N-5'), N(3',4'-dimethoxycinnamoyl) anthranilic acid (N-5')trans-Tranilast

데이터베이스 식별자

CAS
70806-55-2
ChEMBL
CHEMBL415324
ChEBI
CHEBI:77572
UNII
HVF50SMY6E
EC Number
621-256-5
Nikkaji
J1.065K、J68.174A

물성

구조 계산 물성보충 중

XLogP
3.2
극성 표면적
84.9 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
5
회전 가능 결합 수
6
무거운 원자 수
24
형식 전하
0
복잡도
464

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

물리화학적 성질

녹는점
184 °C · 184 °C(Solv: water (7732-18-5); acetone (67-64-1))
끓는 점
585.6 · 585.6±50.0 °C(Predicted)
밀도
1.299 · 1.299±0.06 g/cm3(Predicted)
저장 조건
Sealed in dry,Room Temperature
용해도
100 mg/mL · DMSO: 100 mg/mL (305.50 mM)
산도 계수 (pKa)
3.45 · 3.45±0.36(Predicted)
물리적 상태
Solid
색상
White to off-white

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

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)

Aggregated GHS information provided per 40 reports by companies from 1 notifications to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (100%)

독성 정보

Drug Induced Liver Injury · 4건

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Tranilast

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

안전 데이터

신호 어
Warning
유해·위험 문구
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드 H302

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 5건

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

A class of drugs that act by selective inhibition of calcium influx through cellular membranes.

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.

Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475)

응용 분야

용도trans-Tranilast is used to treat bronchial asthma, allergic rhinitis and atopic dermatitis.

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