CAS Number51-21-8
Synonyms5-Fluorouracil; EINECS 200-085-6; Carac; T6N CNJ BQ DQ EF; fluorouracil; Fluri; 5-Fluoro-2,4(1H,3H)-pyrimidinedione; Efudex; Adrucil; 2,4-Dihydroxy-5-fluoropyrimidine; 5-Fluoro Uracil; Efurix; 5-fluoro-uracile; Efudix; 5-Fluoropyrimidine-2,4(1H,3H)-dione; 5-fluoro-2,4-dioxopyrimidine; U-8953; Arumel; Fluril; Ulup; 2,4-Dihydroxy-5-fluoropyrimidine,5-FU,5-Fluoro-2,4(1H,3H)-pyrimidinedione; MFCD00006018; 5-fluoropyrimidine-2,4-dione; 5-FU
Molecular FormulaC4H3FN2O2
Molecular Weight130.08
Purity≥99 (HPLC)%
Density1.7±0.1 g/cm3
Boiling Point401.4±48.0 °C at 760 mmHg
Melting Point282-286 °C (dec.) (lit.)
Appearancepowder
EINECS200-085-6
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 51-21-8 |
| Catalog No. | 2A-9006550 |
| Chinese Name | 5-氟尿嘧啶 |
| Synonyms | 5-Fluorouracil; EINECS 200-085-6; Carac; T6N CNJ BQ DQ EF; fluorouracil; Fluri; 5-Fluoro-2,4(1H,3H)-pyrimidinedione; Efudex; Adrucil; 2,4-Dihydroxy-5-fluoropyrimidine; 5-Fluoro Uracil; Efurix; 5-fluoro-uracile; Efudix; 5-Fluoropyrimidine-2,4(1H,3H)-dione; 5-fluoro-2,4-dioxopyrimidine; U-8953; Arumel; Fluril; Ulup; 2,4-Dihydroxy-5-fluoropyrimidine,5-FU,5-Fluoro-2,4(1H,3H)-pyrimidinedione; MFCD00006018; 5-fluoropyrimidine-2,4-dione; 5-FU |
| Molecular Formula | C4H3FN2O2 |
| Molecular Weight | 130.08 |
| Purity | ≥99 (HPLC) |
| Density | 1.7±0.1 g/cm3 |
| Boiling Point | 401.4±48.0 °C at 760 mmHg |
| Melting Point | 282-286 °C (dec.) (lit.) |
| Appearance | powder |
| Water Solubility | 12.2 g/L 20 ºC |
| Storage Condition | This product should be kept sealed and dry. |
| Packaging | III |
| Application | 5-Fluorouracil is a potent anti-tumor agent that affects pyrimidine synthesis by inhibiting thymidylate synthase and thereby depleting intracellular dTTP. |
| EINECS | 200-085-6 |
| HTC | 2933599090 |
| PubChem ID | 24278439 |
| MDL Number | MFCD00006018 |
| SMILES | FC1=CNC(=O)NC1=O |
| InChI | 1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9) |
| InChI Key | GHASVSINZRGABV-UHFFFAOYSA-N |
| Beilstein/REAXYS | 127172 |
| NACRES Code | NA.47 |
| UNSPSC | 12171500 |
| Hazard Symbols | 6.1 |
| MSDS | msds/6550_1_51_21_8.pdf |
| Bioactivity | 5-Fluorouracil is a potent antitumor agent that affects pyrimidine synthesis by inhibiting thymidylate synthetase thus depleting intracellular dTTP pools. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog Research Areas >> Cancer In Vitro 5-Fluorouracil (5-Fu) and doxorubicin (Dox) show synergistic anticancer efficacy. The IC50 value of 5-Fu/Dox-DNM toward human breast cancer (MDA-MB-231) cells is 0.25 μg/mL, presenting an 11.2-fold and 6.1-fold increase in cytotoxicity compared to Dox-DNM and 5-Fu-DNM, respectively[1]. In 5-fluorouracil (5-FU) and CDDP treated NFBD1-inhibited NPC cells, the NFBD1 expression in NPC CNE1 cell lines is depleted using lentivirus-mediated short hairpin RNA, and the sensitivity of these cells is elevated. NFBD1 knockdown leads to an obvious induction of apoptosis in CDDP- or 5-FU-treated CNE1 cells[3]. In Vivo 5-Fluorouracil (23 mg/kg, 3 times/week) for 14 days, induces accelerated gastrointestinal transit associated with acute intestinal inflammation at day 3 after the start of treatment, which may have led to persistent changes in the ENS observed after days 7 and 14 of treatment contributing to delayed gastrointestinal transit and colonic dysmotility[2]. Animal Admin Mice receive intraperitoneal injections of 5-FU (23 mg/kg), 3 times a week via a 26 gauge needle. 5-FU is dissolved in 100% dimethyl sulfoxide (DMSO) to make 1 M/L stock solution refrigerated at −20°C. The stock is then defrosted and diluted with sterile water to make 0.1 M/L (10% DMSO) solutions for intraperitoneal injections. The dose of 5-FU is calculated to be equivalent to standard human dose per body surface area. The low doses of 5-FU (10-40 mg/kg) have been shown to have antitumor efficacy in mouse models of cancer. Sham-treated mice received 10% DMSO in sterile water via intraperitoneal injection three times a week via a 26 gauge needle. The injected volumes are calculated to the body weight; the maximum volume does not exceed 200 μL per injection. Mice are euthanized via cervical dislocation at 3 (2 treatments), 7 (3 treatments), and 14 (6 treatments) days after the first injection and colon is collected for in vitro experiments. References [1]. Han R, et al. Amphiphilic dendritic nanomicelle-mediated co-delivery of 5-fluorouracil and doxorubicin for enhanced therapeutic efficacy. J Drug Target. 2016 Jun 29:1-28. [Epub ahead of print] [2]. McQuade RM, et al. Gastrointestinal dysfunction and enteric neurotoxicity following treatment with anticancer chemotherapeutic agent 5-fluorouracil. Neurogastroenterol Motil. 2016 Jun 28. [3]. Zeng Q, et al. Knockdown of NFBD1/MDC1 enhances chemosensitivity to cisplatin or 5-fluorouracil in nasopharyngeal carcinoma CNE1 cells. Mol Cell Biochem. 2016 Jul;418(1-2):137-46. [4]. Yin L, et al. Antitumor effects of oncolytic herpes simplex virus type 2 against colorectal cancer in vitro and in vivo. Ther Clin Risk Manag. 2017 Feb 7;13:117-130. Chemical & Physical Properties Density 1.7±0.1 g/cm3 Boiling Point 401.4±48.0 °C at 760 mmHg Melting Point 282-286 °C (dec.)(lit.) Molecular Formula C4H3FN2O2 Molecular Weight 130.077 Flash Point 196.5±29.6 °C Exact Mass 130.017853 PSA 65.72000 LogP -2.10 Vapour Pressure 0.0±1.0 mmHg at 25°C Index of Refraction 1.596 InChIKey GHASVSINZRGABV-UHFFFAOYSA-N SMILES O=c1[nH]cc(F)c(=O)[nH]1 Storage condition Store at 0-5 Stability Stable. Light sensitive. Combustible. Incompatible with strong oxidizing agents, strong bases. Water Solubility 12.2 g/L 20 ºC |
| Use of | 5-Fluorouracil is a potent antitumor agent that affects pyrimidine synthesis by inhibiting thymidylate synthetase thus depleting intracellular dTTP pools. Properties Articles793 Name 5-fluorouracil Synonym More Synonyms Fluorouracil Biological Activity Description 5-Fluorouracil is a potent antitumor agent that affects pyrimidine synthesis by inhibiting thymidylate synthetase thus depleting intracellular dTTP pools. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog Research Areas >> Cancer References [1]. Han R, et al. Amphiphilic dendritic nanomicelle-mediated co-delivery of 5-fluorouracil and doxorubicin for enhanced therapeutic efficacy. J Drug Target. 2016 Jun 29:1-28. [Epub ahead of print] [2]. McQuade RM, et al. Gastrointestinal dysfunction and enteric neurotoxicity following treatment with anticancer chemotherapeutic agent 5-fluorouracil. Neurogastroenterol Motil. 2016 Jun 28. [4]. Yin L, et al. Antitumor effects of oncolytic herpes simplex virus type 2 against colorectal cancer in vitro and in vivo. Ther Clin Risk Manag. 2017 Feb 7;13:117-130. Chemical & Physical Properties Molecular Formula C4H3FN2O2 Exact Mass 130.017853 PSA 65.72000 LogP -2.10 Index of Refraction 1.596 InChIKey GHASVSINZRGABV-UHFFFAOYSA-N SMILES O=c1[nH]cc(F)c(=O)[nH]1 Storage condition Store at 0-5 Stability Stable. Light sensitive. Combustible. Incompatible with strong oxidizing agents, strong bases. |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Fluorouracil) IMDG: TOXIC SOLID, ORGANIC, N.O.S. (Fluorouracil) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Fluorouracil) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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