5-Chloro-6-(1-(2-iminopyrrolidinyl) methyl)uracil hydrochloride
Grundinformationen
- CAS
183204-72-0- Standard-SMILES
Cl.N=C1CCCN1Cc1[nH]c(=O)[nH]c(=O)c1Cl- InChIKey
KGHYQYACJRXCAT-UHFFFAOYSA-N- Summenformel
- C9H12Cl2N4O2
- Durchschnittliche Molmasse
- 279,12 g/mol
- Monoisotopische Masse
- 278,03373098
Überblick
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+).
Namen und Bezeichner
- Bevorzugter Name
- 5-Chloro-6-(1-(2-iminopyrrolidinyl) methyl)uracil hydrochloride
- IUPAC
- 5-chloro-6-[(2-iminopyrrolidin-1-yl)methyl]-1H-pyrimidine-2,4-dione;hydrochloride
- Englischer Name
- Tipiracil hydrochloride
- Summenformel
- C9H12Cl2N4O2
- Molmasse
- 279.12318
Namen und Synonyme
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
Weitere Namen anzeigen
CS-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)
Datenbank-Bezeichner
- CAS
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 85,3 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 17
- Formalladung
- 0
- Komplexität
- 404
Experimentelle und physikochemische Eigenschaften
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physikochemische Eigenschaften
- Schmelzpunkt
- 245 ℃ · 245℃ (decomposition)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- DMSO (Slightly, Heated), Water (Slightly)
- Aggregatzustand
- powder
- Farbe
- white to beige
- Wasserlöslichkeit
- 2 O: · H2O: 5mg/mL, clear (warmed)
- Stabilität
- Hygroscopic
- 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
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
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.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- wgk
- WGK 3
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
BeschreibungTipiracil (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.
VerwendenTipiracil Hydrochloride serves as a treatment for metastatic colorectal cancer (mCRC). A thymidine phosphorylase inhibitor.
Anbieter103 Anbieter
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海波以尔化工有限公司[email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
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