Monuril
FOSFOMYCIN TROMETAMOL · FOSFOMYCIN TROMETHAMOL · phosphomycin trometamol · tromethamine-fosfomycin · z1282 · monuril · Fosfomycin tramine · Fosfomycin tromethanol
식별자 및 물리적 특성
| CAS No. | 78964-85-9 |
|---|---|
| 분자식 | C7H18NO7P |
| 평균 분자량 | 259.19 g/mol |
| 단동위원소 질량 | 259.08208891 g/mol |
| SMILES | C[C@@H]1O[C@@H]1P(=O)([O-])O.[NH3+]C(CO)(CO)CO |
| InChIKey | QZJIMDIBFFHQDW-LMLSDSMGSA-N |
| PubChem CID | 54331 |
화학 및 물리적 성질
| 극성 표면적 | 161 |
|---|---|
| 수소 결합 공여자 수 | 5 |
| 수소 결합 수용자 수 | 7 |
| 회전 가능 결합 수 | 4 |
| 무거운 원자 수 | 16 |
| 형식 전하 | 0 |
| 복잡도 | 190 |
| 녹는점 | 122-125oC |
| 저장 조건 | Hygroscopic, Refrigerator, under inert atmosphere |
| 용해도 | 물에 매우 잘 녹고, 에탄올(96%)과 메탄올에 약간 녹으며, 아세톤에는 거의 녹지 않습니다. |
| 물리적 상태 | 고체 |
| 색상 | 흰색에서 황백색까지 |
| 안정성 | 흡습성 |
| 주요 응용 | 의약품(소분자) |
| InChI | InChI=1/C4H11NO3.C3H7O4P/c5-4(1-6,2-7)3-81-2-3(7-2)8(4,5)6/h6-8H,1-3,5H22-3H,1H3,(H2,4,5,6)/t2-,3+/s3 |
| InChIKey | QZJIMDIBFFHQDW-LMLSDSMGSA-N |
| SMILES | C(N)(CO)(CO)CO.P([C@H]1O[C@H]1C)(O)(O)=O |&1:9,11,r| |
화학적 성질
White to off-white powder
안전 및 규제
| 수질 위해 등급(WGK) | WGK 3 |
|---|---|
| 관세 코드 | 2941906000 |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
Fosfomycin Tromethamine is used as an antibiotic compound in the treatment of urinary tract infections.
일반 설명
Fosfomycin tromethamine (Monurol) is a phosphonic acidepoxide derivative that was initially isolated from fermentationsof Streptomyces spp. Making the tromethamine salt greatly expanded the therapeutic utility of this antibacterial because water solubilityincreased enough to allow oral administration.Fosfomycin is a broad-spectrum, bactericidal antibacterialthat inhibits the growth of E. coli, S. aureus, andSerratia, Klebsiella, Citrobacter, Enterococcus, andEnterobacter spp. at a concentration less than 64 mg/L.Currently fosfomycin is recommended as single-dose therapyfor uncomplicated urinary tract infections. It possessesin vitro efficacy similar to that of norfloxacin and trimethoprim-sulfamethoxazole.Fosfomycin covalently inactivates the first enzyme in thebacterial cell wall biosynthesis pathway, UDP-N-acetylglucosamineenolpyruvyl transferase (MurA) by alkylation ofthe cysteine-115 residue. The inactivation reaction occursthrough nucleophilic opening of the epoxide ring. Resistanceto fosfomycin can occur through chromosomal mutationsthat result in reduced uptake or reduced MurA affinity for theinhibitor. Plasmid-mediated resistance mechanisms involveconjugative bioinactivation of the antibiotic with glutathione.The frequency of resistant mutants in in vitro studies hasbeen low, and there appears to be little cross-resistance betweenfosfomycin and other antibacterials.