119478-56-7
中文名稱
3-[5-(二甲基氨基甲?；?哌啶-3-基]硫]-6-(1-羥乙基)-4-甲基-7-氧代-1-氮雜二環(huán)[3.2.0]庚-2-烯-2-甲酸
英文名稱
Meropenem Trihydrate
CAS
119478-56-7
分子式
C17H25N3O5S
MDL 編號(hào)
MFCD00864966
分子量
383.46
MOL 文件
119478-56-7.mol
更新日期
2024/10/30 10:16:33
119478-56-7 結(jié)構(gòu)式
基本信息
中文別名
3-[[5-[(二甲氨基)羰基]-3-吡咯烷基]硫代]-6-(1-羥乙基)-4-甲基-7-氧代-1-雜氮雙環(huán)[3,2,0]庚-2-烯-2-羧酸三水合物美羅培南USP版
三水合美羅培南
3-[5-(二甲基氨基甲?；?哌啶-3-基]硫]-6-(1-羥乙基)-4-甲基-7-氧代-1-氮雜二環(huán)[3.2.0]庚-2-烯-2-甲酸
美洛培南
英文別名
MEROPENEMMEROPENEM TRIHYDRATE
MEROPENEM TRIHYDROCHLORIDE
(4R,5S,6S)-3-[[(3S,5S)-5-(Dimethylcarbamoyl)-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid trihydrate
1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[5-[(dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-, trihydrate, [4R-[3(3S*,5S*),4a,5b,6b(R*)]]- (9CI)
3-[[5-[(Dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylic acid trihydrate
(4R,5S,6S)-3-[[(3S,5S)-5-(Dimethylcarbamoyl)pyrrolidin-3-yl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Meropenem
MEROPENEMTRIHYDRATE(3-[[5-[(DIMETHYLAMINO)CARBONYL]-3-PYRROLIDINYL]THIO]-6-(1-HYDROXYETHYL)-4-METHYL-7-OXO-1-AZABICYCLO[3,2,0]HEPT-2-ENE-2-CARBOXYLICACIDTRIHYDRATE)
MEROPENEM WITH SODIUM CARBONATE
所屬類別
原料藥：青霉素類藥物理化學(xué)性質(zhì)
外觀性狀3-[5-(二甲基氨基甲?；?哌啶-3-基]硫]-6-(1-羥乙基)-4-甲基-7-氧代-1-氮雜二環(huán)[3.2.0]庚-2-烯-2-甲酸(119478-56-7)為白色結(jié)晶性粉末。
熔點(diǎn)>192°C (dec.)
比旋光度-17～-21゜(d/20℃)(c=0.5,H2O)(calculated on the dehydrous basis)
沸點(diǎn)627℃
RTECS號(hào)CL5446509
閃點(diǎn)>110°(230°F)
儲(chǔ)存條件-20°C
溶解度溶于水溶液約 5mg/ml
形態(tài)粉末
顏色白色至灰白色
Merck14,5900
InChIKeyDMJNNHOOLUXYBV-PQTSNVLCSA-N
SMILESC(C1=C([C@H](C)[C@]2([H])[C@@]([H])([C@H](O)C)C(=O)N12)S[C@@H]1CN[C@H](C(=O)N(C)C)C1)(=O)O.O |&1:3,5,7,9,16,19,r|
CAS 數(shù)據(jù)庫119478-56-7(CAS DataBase Reference)
常見問題列表
藥理作用
美羅培南為人工合成的廣譜碳青霉烯類抗生素，通過抑制細(xì)菌細(xì)胞壁的合成而產(chǎn)生抗菌作用，美羅培南容易穿透大多數(shù)革蘭陽性和陰性細(xì)菌的細(xì)胞壁,而達(dá)到其作用靶點(diǎn)青霉素結(jié)合蛋白(PBPs)。除金屬β-內(nèi)酰胺酶以外，其對(duì)大多數(shù)β-內(nèi)酰胺酶(包括由革蘭陽性菌及革蘭陰性菌所產(chǎn)生的青霉素酶和頭孢菌素酶）的水解作用具有較強(qiáng)的穩(wěn)定性。美羅培南不宜用于治療對(duì)甲氧西林耐藥的葡萄球菌感染，有時(shí)對(duì)其它碳青霉烯類的耐藥菌株亦表現(xiàn)出交叉耐藥性。體外試驗(yàn)顯示，對(duì)一些綠膿桿菌的分離菌株，美羅培南與氨基糖苷類抗生素合用可產(chǎn)生協(xié)同作用。臨床應(yīng)用和適應(yīng)癥
美羅培南適用于成人和兒童由單一或多種對(duì)美羅培南敏感的細(xì)菌引起的下列感染:肺炎(包括院內(nèi)獲得性肺炎);尿路感染;婦科感染:如子宮內(nèi)膜炎和盆腔炎等;皮膚軟組織感染;腦膜炎;敗血癥。經(jīng)驗(yàn)性治療，對(duì)成人粒細(xì)胞減少癥伴發(fā)熱患者，可單獨(dú)應(yīng)用本品或聯(lián)合抗病毒藥或抗真菌藥使用。美羅培南單用或與其它抗微生物制劑聯(lián)合使用可用于治療復(fù)數(shù)菌感染。對(duì)于中性粒細(xì)胞減少或原發(fā)性、繼發(fā)性免疫缺陷的嬰兒患者，目前尚無本品的使用經(jīng)驗(yàn)。生物活性
Meropenem trihydrate (SM 7338 trihydrate) 是一種具有廣譜抗菌活性的碳青霉烯抗生素。Meropenem trihydrate 對(duì)敏感和耐藥的淋病奈瑟氏球菌 (MIC 值為 0.02-0.06 mg/mL)，流感嗜血桿菌 (MIC 值為 0.03-0.12 mg/mL) 和杜克氏桿菌 (MIC 值為 0.015-0.12 mg/mL) 具有活性。體外研究
Meropenem is intrinsically stable to dehydropeptidase-1 (DHP-1) degradation and Meropenem acts by inhibiting bacterial cell wall synthesis by binding to and inactivating penicillin-binding proteins (PBPs). Meropenem possesses broad-spectrum in vitro activity, which includes activity against many Gram-positive, Gram-negative and anaerobic bacteria; Meropenem lacks activity against Enterococcus faecium, methicillin-resistant Staphylococcus aureus and Stenotrophomonas maltophilia.
體內(nèi)研究
Meropenem (60 mg/kg; intraperitoneal injection; once; SD rats) treatment significantly reduces the incidence of pancreatic infection.
| Animal Model: | Male Sprague-Dawley rats (250-350 g) induced acute necrotizing pancreatitis |
| Dosage: | 60 mg/kg |
| Administration: | Intraperitoneal injection; once |
| Result: | Significantly reduced the incidence of pancreatic infection. |