1-NAPHTHOL-3,8-DISULFONIC ACID
Ftorafur
CAS: 17902-23-7
Molecular Formula: C8H9FN2O3
1-NAPHTHOL-3,8-DISULFONIC ACID - Names and Identifiers
| Name | Ftorafur |
| Synonyms | riol neberk sunfral Tegafur Ftorafur nitobanil phthorafur sinoflurol nsc-148958 Epsilone Acid 1-Naphthol-3,8-Disulfonic Acid 5-Fluoro-1-(tetrahydro-2-furyl)uracil 5-fluoro-1-(tetrahydrofuran-2-yl)uracil 5-Fluoro-1-(tetrahydro-2-furfuryl)uracil 5-fluoro-1-oxolan-2-yl-pyrimidine-2,4-dione 5-fluoro-1-(tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 5-fluoro-1-[(2R)-tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione 5-Fluoro-1-(tetrahydro-2-fuanyl)-2,4-(1H,3H)-pyrimidinedione, Citofur, Exonal, Fental, |
| CAS | 17902-23-7 |
| EINECS | 241-846-2 |
| InChI | InChI=1/C8H9FN2O3/c9-5-4-11(6-2-1-3-14-6)8(13)10-7(5)12/h4,6H,1-3H2,(H,10,12,13)/t6-/m1/s1 |
| InChIKey | WFWLQNSHRPWKFK-UHFFFAOYSA-N |
1-NAPHTHOL-3,8-DISULFONIC ACID - Physico-chemical Properties
| Molecular Formula | C8H9FN2O3 |
| Molar Mass | 200.17 |
| Density | 1.3222 (estimate) |
| Melting Point | 171-173°C(lit.) |
| Solubility | DMSO: >50mg/mL |
| Appearance | White crystalline powder |
| Color | white to off-white |
| Merck | 14,9112 |
| pKa | 7.63±0.10(Predicted) |
| Storage Condition | room temp |
| Refractive Index | 1.557 |
| MDL | MFCD00012351 |
| Physical and Chemical Properties | Melting point 168-171°C |
| Use | Fluorouracil derivatives, with anti-cancer effects |
1-NAPHTHOL-3,8-DISULFONIC ACID - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | 23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. |
| Safety Description | S22 - Do not breathe dust. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 2811 6.1/PG 2 |
| WGK Germany | 3 |
| RTECS | YR0450000 |
| HS Code | 29349990 |
| Hazard Class | 6.1 |
| Packing Group | II |
| Toxicity | LD50 in mice (mg/kg): 900 orally (3 days) (Yasumoto); 750 i.p. (FR 1574684), also reported as 1150 i.p. (Smart) |
1-NAPHTHOL-3,8-DISULFONIC ACID - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Anti-tumor drug | Tegafur is an anti-tumor drug, also known as furanfluorouracil, furanfluridine, furanfluridine, fluril, Fangke, Floft blue, furanfluracil, and tetrahydrofuranflurouracil are derivatives of fluorouracil, which have no anti-tumor effect in vitro. After entering the human body, in the liver, the tetrahydrofuran ring is removed by the P-450 of liver drug metabolizing enzymes and microsomal enzymes, and fluorouracil (5-FU) is gradually released to play a cytotoxic role. The inhibitory effect on a variety of tumors is similar to 5-FU, and its mechanism is to inhibit thymine nucleoside synthetase, block the conversion of deoxypyrimidine nucleotides into thymine nucleotides, thereby interfering and blocking DNA, RNA and protein synthesis. the chemotherapy index of tegafur is twice that of 5-FU, while the toxicity is 1/6~1/5 of 5-FU. it is cross-resistant to 5-FU and belongs to cycle-specific drugs. tegafur is a time-dependent cytostatic inhibitor. it is well absorbed after oral administration, Tmax is 2h, 5-FU is slowly released in the body, the blood concentration is not very high, and the maintenance time is long, so the toxicity in the body is low. Intravenous drip is superior to intravenous single injection. After the drug enters the body, it is evenly distributed in the liver, small intestine, spleen, lung, kidney and brain tissue, with the highest concentration in the liver and kidney. T1/2 is 5~18.6h. Inhibition of DNA and RNA synthesis can be maintained for 12~20 hours. After 24 hours, the content in each tissue decreased significantly. It is mainly excreted by urine and respiratory tract. Within 24 hours after administration, it is excreted 23% in urine and 55% in the form of CO2 by respiratory tract. This product is highly fat soluble, widely distributed, easy to penetrate the blood-brain barrier, and has a higher concentration in cerebrospinal fluid than 5-FU. this product is effective for a variety of solid tumors, mainly used for the treatment of digestive system cancer, tegafur has an effective rate of 30% ~ 33% for gastric cancer, colon cancer, rectal cancer, lung cancer, primary and metastatic liver cancer, pancreatic cancer, bile duct cancer, gallbladder cancer, prostate cancer, kidney cancer and bladder cancer have certain curative effects. It can also be used to treat breast cancer, head and neck squamous cell carcinoma, bronchial lung cancer and liver cancer. It can also be used as a radiotherapy sensitizer, and medication before and after surgery can prevent recurrence, spread and metastasis of cancer. Overall, the efficacy of this product is slightly better than 5-FU. |
| Use | This product is a derivative of 5-fluorouracil. Its function and use are the same as 5-fluorouracil, but its toxicity is low and its chemotherapy index is high. In vivo, it is transformed into 5-fluorouracil after liver enzyme activation and exerts an anti-cancer effect. It is effective for gastric cancer, colon cancer, rectal cancer, pancreatic cancer, breast cancer and lung cancer. It is a fluorouracil derivative with anti-cancer effect Biochemical research, anti-tumor drug. |
| Production method | It is obtained by the condensation of 5-fluorouracil and 2-acetoxytetrahydrofuran. The yield of this method is only about 15%. Another production method is to synthesize tegafur with 5-fluorouracil, hexamethyldisilamane and trimethylchlorosilane as starting materials. |
Last Update：2024-04-09 02:00:07
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View History
1-NAPHTHOL-3,8-DISULFONIC ACID
4,8-二羥-2-喹啉甲酸
(E)-2-undecenal
N-1-Naphthyl-N-nitrosohydroxylamine ammonium salt
3-Amino-4-bromonitrobenzene
2-(3-甲氧基苄基)氧基苯甲醛
2-Chloro-6-(chloromethyl)pyridine
potassium (phenylamino)acetate
(二苯基-膦酰基)-乙腈
Dimethyl S-((methylcarbamoyl)methyl) phosphorothioate
4,8-二羥-2-喹啉甲酸
(E)-2-undecenal
N-1-Naphthyl-N-nitrosohydroxylamine ammonium salt
3-Amino-4-bromonitrobenzene
2-(3-甲氧基苄基)氧基苯甲醛
2-Chloro-6-(chloromethyl)pyridine
potassium (phenylamino)acetate
(二苯基-膦酰基)-乙腈
Dimethyl S-((methylcarbamoyl)methyl) phosphorothioate