티피라실
5-Chloro-6-(1-(2-iminopyrrolidinyl) methyl)uracil hydrochloride
기본 정보
- CAS
183204-72-0- 표준 SMILES
Cl.N=C1CCCN1Cc1[nH]c(=O)[nH]c(=O)c1Cl- InChIKey
KGHYQYACJRXCAT-UHFFFAOYSA-N- 분자식
- C9H12Cl2N4O2
- 평균 분자량
- 279.12 g/mol
- 단동위원소 질량
- 278.03373098
개요
Tipiracil hydrochloride is a hydrochloride obtained by combining tipiracil with one equivalent of hydrochloric acid. Used in combination with trifluridine, a nucleoside metabolic inhibitor, for treatment of advanced/relapsed unresectable colorectal cancer. It has a role as an antineoplastic agent and an EC 2.4.2.4 (thymidine phosphorylase) inhibitor. It is an iminium salt and a hydrochloride. It contains a tipiracil(1+).
이름 및 식별자
- 우선 이름
- 5-Chloro-6-(1-(2-iminopyrrolidinyl) methyl)uracil hydrochloride
- IUPAC
- 5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1H-pyrimidine-2,4-dione;hydrochloride
- 현지명
- 티피라실
- 영어명
- Tipiracil hydrochloride
- 분자식
- C9H12Cl2N4O2
- 분자량
- 279.12318
이름 및 동의어
5-CIMU cpd5-chloro-6-(1-(2-iminopyrrolidinyl) methyl)uracil hydrochlorideRefChem:898223Tipiracil hydrochloride183204-72-0Tipiracil HClTipiracil (hydrochloride)MA-1 hydrochlorideTAS-1-462Tipiracil hydrochloride [USAN]5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1H-pyrimidine-2,4-dione;hydrochlorideTipiracilhydrochloride
이름 더 보기
티피라실CS-1684TipiralacilTipiracil-001-HClReaxys ID: 25670890Tipiracil-13C-15N2 HClTibiracil Impurities 1Tipiracil Impurity 5 HClTipiracil Impurity 4 HCl
4H59KLQ0A45-Chloro-6-((2-iminopyrrolidin-1-yl)methyl)pyrimidine-2,4(1H,3H)-dione hydrochloridetipiracil monohydrochlorideMFCD01571384Tipiracil Impurity N2 HClC9H12Cl2N4O2CHEMBL65375Tipiracil hydrochloride (JAN/USAN)
데이터베이스 식별자
- CAS
183204-72-0- PubChem CID
- 9903778
- DTXSID
DTXSID001027748- ChEMBL
CHEMBL65375- ChEBI
CHEBI:90877- UNII
- 4H59KLQ0A4
- EC Number
- 814-019-4
물성
구조 계산 물성
- 극성 표면적
- 85.3 Ų
- 수소 결합 공여자 수
- 4
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 17
- 형식 전하
- 0
- 복잡도
- 404
실험 및 물리화학적 성질
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
물리화학적 성질
- 녹는점
- 245 ℃ · 245℃ (decomposition)
- 저장 조건
- 2 · 2-8°C
- 용해도
- DMSO(약간 용해됨, 가열), 물(약간 용해됨)
- 물리적 상태
- 가루
- 색상
- 흰색에서 베이지색
- 수용성
- 2 O: · H2O: 5mg/mL, clear (warmed)
- 안정성
- 흡습성
- InChI
- InChI=1S/C9H11ClN4O2.ClH/c10-7-5(12-9(16)13-8(7)15)4-14-3-1-2-6(14)11;/h11H,1-4H2,(H2,12,13,15,16);1H
- InChIKey
- KGHYQYACJRXCAT-UHFFFAOYSA-N
- SMILES
- C1(=O)NC(CN2CCCC2=N)=C(Cl)C(=O)N1.[H]Cl
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
안전 데이터
- wgk
- WGK 3
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
응용 분야
개요Tipiracil (TPI) is a potent and competitive inhibitor of thymidine phosphorylase (TPase) with an IC50 value of 35 nM for human placental TPase. It is selective for TPase over other pyrimidine-metabolizing enzymes (IC50s = >1 mM for UPase, OPRTase, TK, and DPDase). TPI inhibits the phosphorolysis and degradation of trifluorothymidine , a cytotoxic nucleoside, in human breast and colon carcinoma tumor samples. Oral administration of TPI (12.5-50 mg/kg) enhances the anti-tumor activity of trifluorothymidine in a mouse AZ-521 stomach cancer xenograft model. Formulations containing TPI have been used for the treatment of metastatic colorectal cancer.
용도Tipiracil Hydrochloride serves as a treatment for metastatic colorectal cancer (mCRC). A thymidine phosphorylase inhibitor.
추가 설명
정의ChEBI: Tipiracil hydrochloride is a hydrochloride obtained by combining tipiracil with one equivalent of hydrochloric acid. Used in combination with trifluridine, a nucleoside metabolic inhibitor, for treatment of advanced/relapsed unresectable colorectal cancer. It has a role as an antineoplastic agent and an EC 2.4.2.4 (thymidine phosphorylase) inhibitor. It is a hydrochloride and an iminium salt. It contains a tipiracil(1+).
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