扎那米韦(抗流感药)
ZANAMIVIR HYDRATE
CAS: 139110-80-8;171094-50-1;171094-49-8
Molecular Formula: C12H20N4O7
扎那米韦(抗流感药) - Names and Identifiers
| Name | ZANAMIVIR HYDRATE |
| Synonyms | GANA GG 167 Zanamivir GR 121167X Zanamivirl GANA (inhibitor) ZANAMIVIR HYDRATE 4-Guanidino-Neu5Ac2en 4-Guanidino-2,4-dideoxy-2,3-dehydro-N-acetylneuraminic acid 5-(acetylamino)-2,6-anhydro-3,4,5-trideoxy-4-[(diaminomethylidene)amino]non-2-enonic acid 5-(acetylamino)-2,6-anhydro-3,4,5-trideoxy-4-[(diaminomethylidene)amino]-D-glycero-D-galacto-non-2-enonic acid D-glycero-D-galacto-Non-2-enonic acid, 5-(acetylamino)-4-[(aminoiminomethyl)amino]-2,6-anhydro-3,4,5-trideoxy- (9CI) (2R,3R,4S)-3-Acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid |
| CAS | 139110-80-8 171094-50-1 171094-49-8 |
| EINECS | 691-117-1 |
| InChI | InChI=1/C12H20N4O7.H2O/c1-4(18)15-8-5(16-12(13)14)2-7(11(21)22)23-10(8)9(20)6(19)3-17;/h2,5-6,8-10,17,19-20H,3H2,1H3,(H,15,18)(H,21,22)(H4,13,14,16);1H2/t5-,6+,8+,9+,10+;/m0./s1 |
| InChIKey | ARAIBEBZBOPLMB-UFGQHTETSA-N |
扎那米韦(抗流感药) - Physico-chemical Properties
| Molecular Formula | C12H20N4O7 |
| Molar Mass | 332.31 |
| Density | 1.75±0.1 g/cm3(Predicted) |
| Melting Point | 2560C (dec.) |
| Specific Rotation(α) | D20 +40.9° (c = 0.9 in water) |
| Solubility | H2O: soluble10mg/mL, clear |
| Appearance | Colorless crystal |
| Color | white to beige |
| pKa | 3.82±0.70(Predicted) |
| Storage Condition | 2-8°C |
| MDL | MFCD00866966 |
| Use | A antiviral agent and structural analog of sialic acid |
扎那米韦(抗流感药) - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| RTECS | RA9451000 |
| HS Code | 2932999000 |
扎那米韦(抗流感药) - Nature
Open Data Verified Data
colorless crystals. MP 256 °c (decomposition);[al2(o 40.90 (c = 0.9 water)).
Last Update：2024-01-02 23:10:35
扎那米韦(抗流感药) - Preparation Method
Open Data Verified Data
5-acetyl amino -4,7,8,9-four-O-acetyl -2,3, 5-trideoxy-D-glyceryl-D-galactose-non-2-enopyranosyl alcohol is dissolved in benzene and methanol, BF3 Et2 0 is added dropwise under stirring at room temperature, ethyl acetate was added, washed with saturated sodium bicarbonate, water, and concentrated. Water and acetic acid were added and stirred. Ethyl acetate was added, washed with 5% sodium bicarbonate, water, and concentrated. The obtained substance was subjected to silica gel column chromatography to obtain a 4-position O-acetyl hydrolysate. The compound was dissolved in anhydrous dichloromethane and pyridine, and a dichloromethane solution containing trifluoromethanesulfonic anhydride was added dropwise and stirred. It was concentrated to dryness under reduced pressure, and the resulting material was dissolved in a dimethylformamide solution containing sodium azide and tetrabutylammonium hydrogen sulfate, and stirred at room temperature. After concentrating to dryness under reduced pressure, ethyl acetate and water were added to the resulting material, and the organic layer was separated, washed with water, dried, and concentrated. The obtained substance was subjected to silica gel column chromatography to obtain a 4-position azide product. The compound was dissolved in pyridine, bubbled with hydrogen sulfide at room temperature, and ammonia gas was introduced. Pyridine was distilled off under reduced pressure, and the obtained substance was subjected to silica gel column chromatography to obtain a product reduced to an amino group at position 4. This compound was added to S-methylthiourea-containing water under ice-cooling, and after the reaction, it was placed in an ion exchange resin column, washed with cold water and then developed with aqueous ammonia. The resulting effluent was concentrated to dryness under reduced pressure, and the resulting material was subjected to silica gel column chromatography to obtain zanamivir.
Last Update：2022-01-01 09:08:27
扎那米韦(抗流感药) - Introduction
Zanamivir are neuraminidase inhibitors for the treatment of influenza A virus and influenza B virus-induced influenza.
Last Update：2022-10-16 17:13:48
扎那米韦(抗流感药) - Use
Open Data Verified Data
developed by Biota, Australia, and glaxowell come, UK, was listed in the United States in July 1999. FDA approved in August 1999 for the treatment of influenza A and B. Neuraminidase inhibitors. It alters the accumulation and release of influenza Virus in infected cells by inhibiting influenza Virus neuraminidase. Apply to the treatment of influenza symptoms appear less than 2 days in adults or adolescents over 12 years of age A or B influenza Virus caused by the emergency infection without complications.
Last Update：2022-01-01 09:08:28
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View History
扎那米韦(抗流感药)
右旋-3-溴樟脑-10-磺酸一水合物
N-(苯并[d][1,3]二氧戊环-5-基甲基)环戊胺盐酸盐
2,5-二氨基噻唑并[4,5-d]嘧啶-7(4H)-酮
2-氨基-4-甲氧基-1-硝基苯3-氨基-4-硝基苯胺
[2H5]-Methyl Desoxycholate
氨基-4-酮-2-(四氮唑-5-基)-4H-1-苯并吡喃盐酸盐
2-氟-6-氯苯甲酸酰胺
3-异丙基-5-异恶唑羧酸甲酯
N-[(1S,3R)-3-(羟甲基)环戊基]氨基甲酸叔丁酯
右旋-3-溴樟脑-10-磺酸一水合物
N-(苯并[d][1,3]二氧戊环-5-基甲基)环戊胺盐酸盐
2,5-二氨基噻唑并[4,5-d]嘧啶-7(4H)-酮
2-氨基-4-甲氧基-1-硝基苯3-氨基-4-硝基苯胺
[2H5]-Methyl Desoxycholate
氨基-4-酮-2-(四氮唑-5-基)-4H-1-苯并吡喃盐酸盐
2-氟-6-氯苯甲酸酰胺
3-异丙基-5-异恶唑羧酸甲酯
N-[(1S,3R)-3-(羟甲基)环戊基]氨基甲酸叔丁酯