β tegafur
An orally administered fluoropyrimidine antineoplastic prodrug that is metabolically converted to 5-fluorouracil, primarily through hepatic cytochrome P450 enzymes. Its active metabolites inhibit thymidylate synthase, impairing DNA synthesis, and can also be incorporated into RNA and DNA, disrupting nucleic acid function. Tegafur is used mainly in combination formulations such as tegafur/gimeracil/oteracil (S-1) and tegafur/uracil (UFT), particularly for the treatment of gastrointestinal and other solid tumors
CAS Number: 17902-23-7
Molecular Mass: 200.17 g/mol
Formula: C8H9FN2O3
Smiles: O=c1[nH]c(=O)n(C2CCCO2)cc1F
Synonymes:
β tegafur, tegafur, 17902-23-7, Ftorafur, Futraful, Sinoflurol, Fental, Neberk, Citofur, Lamar, Lifril, Coparogin, Furafluor, Furofutran, Nitobanil, Exonal, Fulfeel, Tefsiel C, Riol, Florafur, FT-207, Franrose, Sunfural, Fulaid, MJF-12264, Atillon, Tegafurum, 1-(2-Tetrahydrofuryl)-5-fluorouracil, NSC-148958, 5-fluoro-1-(oxolan-2-yl)pyrimidine-2,4-dione, 2,4(1H,3H)-Pyrimidinedione, 5-fluoro-1-(tetrahydro-2-furanyl)-, URACIL, 5-FLUORO-1-(TETRAHYDRO-2-FURYL)-, 5-Fluoro-1-(tetrahydro-2-furanyl)-2,4-pyrimidinedione, 5-fluoro-1-tetrahydrofuran-2-yl-pyrimidine-2,4-dione, 1548R74NSZ, FT207, TS-1 component tegafur, FT 207, N1-(2'-Tetrahydrofuryl)-5-fluorouracil, TEYSUNO COMPONENT TEGAFUR, DTXSID001009966, N1-(2'-Furanidyl)-5-fluorouracil, 5-fluoro-1-(tetrahydro-2-furyl)-uracil, 5-Fluoro-1-(tetrahydro-2-furanyl)-2,4(1H,3H)-pyrimidinedione, J356.722B, Tefsiel, NSC148958, Ftoralon, Ftoral, Utefos, 1-(Tetrahydro-2-furanyl)-5-fluorouracil, RefChem:891301, DTXCID701305, L01BC03, WR-220066, 5-Fluoro-1-((2RS)-tetrahydrofuran-2-yl)uracil, 5-Fluoro-1-(tetrahydro-2-furanyl)-2,4-(1H,3H)-pyrimidinedione, BMS-200604, Fluorofur, 5-fluoro-1-(tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione, 5-Fluoro-1-(tetrahydro-2-furyl)uracil, Franroze, Furflucil, Sunfral, Phthorafur, 5-FLUORO-1-(TETRAHYDRO-2-FURFURYL)URACIL, C8H9FN2O3, MFCD00012351, 1-(Tetrahydrofuran-2-yl)-5-fluorouracil, 5-Fluoro-1-(tetrahydrofuran-2-yl)uracil, N1-(2-tetrahydrofuryl)-5-fluorouracil, FT-207 (NSC 148958), Uracil, 1-(tetrahydrofuran-2-yl)-5-fluoro-, 79107-97-4, 5-fluoro-1-(oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione, 5-Fluoro-1-(tetrahydro-3-furyl)uracil, 1-(Tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione, MLS000069497, Fluorafur, SMR000059106, 2,4(1H,3H)Pyrimidinedione, 5-fluoro-1-(tetrahydro-2-furanyl)-, Racemic Ftorafur, 82294-77-7, Phthorafur [Czech], Tegafurum [INN-Latin], NSC 148958, CCRIS 2762, EINECS 241-846-2, BRN 0525766, Tegafuris, UNII-1548R74NSZ, Furflucil, , Ftorafur, , Futraful, , Citofur, , Tegafur?, Neberk, , N(sub 1)-(2-Tetrahydrofuryl)-5-fluorouracil, Tegafur [USAN:INN:BAN:JAN], 1-(2-TETRAHYDROFORMYL)-5-FLUOROURACIL, N(sub 1)-(2'-Furanidyl)-5-fluouracil [Czech], NCGC00159418-02, NCGC00159418-05, Atillon (TN), Tegafur (Standard), S-1 component tegafur, N(sub 1)-(2'-Furanidyl)-5-fluouracil, TS-1 (Salt/Mix), TEGAFUR [USAN], TEGAFUR [INN], TEGAFUR [JAN], TEGAFUR [MI], Opera_ID_1726, TEGAFUR [MART.], TEGAFUR [WHO-DD], UPCMLD-DP063, SCHEMBL4552, TEGAFUR [EMA EPAR], 5-24-06-00285 (Beilstein Handbook Reference), MLS000759414, MLS001076521, MLS001424119, CHEMBL20883, Tegafur (JP18/USAN/INN), F-5-FU, orb1308791, orb3141400, SCHEMBL27802890, UPCMLD-DP063:001, CHEBI:32188, GTPL10513, GLXC-07064, HMS1665I05, HMS2051B15, HMS2090K04, HMS2232E05, HMS3371H21, HMS3393B15, HMS3654P13, HMS3715D14, HMS5079B09, N1-(2'-Furanidyl)-5-fluouracil, BBL027795, CCG-50110, EBC-03486, HY-17400R, STK528044, Tegafur, >=98% (HPLC), powder, 5-Fluoro-1-(2-tetrahydrofuryl)uracil, AKOS000121279, AC-2112, CCG-100959, CS-1128, DB09256, FF08013, NC00209, 1-(tetrahydro-2-furyl)-5-fluorouracil, 2,4(1H,3H)-Pyrimidinedione, 5-fluoro-1-(tetrahydro-2-furanyl)-, didehydroderiv., 5-fluoro-1-(2-tetrahydrofuranyl)uracil, N1 -(2-tetrahydrofuryl)-5-fluorouracil, NCGC00159418-04, AS-13528, BP-58663, HY-17400, SY057932, Tegafur (FT-207, NSC 148958), NS00007105, EN300-21668, D01244, AB00572620-15, F815549, Q413370, SR-01000639511, SR-01000639511-1, SR-01000639511-4, 5-Fluoro-1-(oxolan-2-yl)pyrimidine-2,4(1H,3H)-dione, Z104508106, 5-fluoro-1-tetrahydro-furan-2-yl-1H-pyrimidine-2,4-dione, pyrimidine-2,4(1H,3H)-dione, 5-fluoro-1-(2-oxolanyl)-, 5-Fluoro-1-tetrahydro-2-furanyl-2,4(1H,3H)-pyrimidinedione, 2, 4(1H,3H)-Pyrimidinedione, 5-fluoro-1-(tetrahydro-2-furanyl)-, (R)-
Bioactivity: Fluoropyrimidine antineoplastic agent; prodrug of 5-fluorouracil (5-FU); indirect thymidylate synthase inhibitor
Solubility in Different Solvents
| Solvent | Temperature [K] | Crystal form | Solubility [mg/mL] | Reference |
|---|---|---|---|---|
| 1-Propanol | 273.15 | - | 3.06 | [117] |
| 1-Propanol | 278.15 | - | 3.846 | [117] |
| 1-Propanol | 283.15 | - | 4.757 | [117] |
| 1-Propanol | 288.15 | - | 6.006 | [117] |
| 1-Propanol | 293.15 | - | 7.343 | [117] |
| 1-Propanol | 298.15 | - | 9.156 | [117] |
| 1-Propanol | 303.15 | - | 11.17 | [117] |
| 1-Propanol | 308.15 | - | 13.67 | [117] |
| 1-Propanol | 313.15 | - | 16.31 | [117] |
| Acetone | 273.15 | - | 26.37 | [117] |
| Acetone | 278.15 | - | 32.47 | [117] |
| Acetone | 283.15 | - | 39.14 | [117] |
| Acetone | 288.15 | - | 46.8 | [117] |
| Acetone | 293.15 | - | 54.44 | [117] |
| Acetone | 298.15 | - | 64.55 | [117] |
| Acetone | 303.15 | - | 76.36 | [117] |
| Acetone | 308.15 | - | 89.78 | [117] |
| Acetone | 313.15 | - | 106.6 | [117] |
| Ethanol | 273.15 | - | 4.153 | [117] |
| Ethanol | 278.15 | - | 5.312 | [117] |
| Ethanol | 283.15 | - | 6.886 | [117] |
| Ethanol | 288.15 | - | 8.753 | [117] |
| Ethanol | 293.15 | - | 10.94 | [117] |
| Ethanol | 298.15 | - | 13.78 | [117] |
| Ethanol | 303.15 | - | 17.26 | [117] |
| Ethanol | 308.15 | - | 21.35 | [117] |
| Ethanol | 313.15 | - | 25.93 | [117] |
| Ethyl acetate | 273.15 | - | 12.83 | [117] |
| Ethyl acetate | 278.15 | - | 15.1 | [117] |
| Ethyl acetate | 283.15 | - | 17.5 | [117] |
| Ethyl acetate | 288.15 | - | 19.9 | [117] |
| Ethyl acetate | 293.15 | - | 22.46 | [117] |
| Ethyl acetate | 298.15 | - | 25.12 | [117] |
| Ethyl acetate | 303.15 | - | 27.98 | [117] |
| Ethyl acetate | 308.15 | - | 31.24 | [117] |
| Ethyl acetate | 313.15 | - | 35.41 | [117] |
| Isopropanol | 273.15 | - | 2.3 | [117] |
| Isopropanol | 278.15 | - | 2.895 | [117] |
| Isopropanol | 283.15 | - | 3.672 | [117] |
| Isopropanol | 288.15 | - | 4.716 | [117] |
| Isopropanol | 293.15 | - | 5.943 | [117] |
| Isopropanol | 298.15 | - | 7.473 | [117] |
| Isopropanol | 303.15 | - | 9.296 | [117] |
| Isopropanol | 308.15 | - | 11.48 | [117] |
| Isopropanol | 313.15 | - | 14.07 | [117] |
| Methanol | 273.15 | - | 18.38 | [117] |
| Methanol | 278.15 | - | 21.62 | [117] |
| Methanol | 283.15 | - | 24.89 | [117] |
| Methanol | 288.15 | - | 29.63 | [117] |
| Methanol | 293.15 | - | 34.44 | [117] |
| Methanol | 298.15 | - | 39.73 | [117] |
| Methanol | 303.15 | - | 45.58 | [117] |
| Methanol | 308.15 | - | 52.27 | [117] |
| Methanol | 313.15 | - | 61.31 | [117] |
Molecule 3D descriptors
| Descriptor | Value |
|---|---|
| PMI1 | 312.1943 |
| PMI2 | 1180.4412 |
| PMI3 | 1370.4876 |
| NPR1 | 0.2278 |
| NPR2 | 0.8613 |
| RadiusOfGyration | 2.6743 |
| InertialShapeFactor | 0.0028 |
| Eccentricity | 0.9737 |
| Asphericity | 0.4660 |
| SpherocityIndex | 0.2496 |
| PBF | 0.5392 |