(Z)-Carumonam
Modify Date: 2024-01-02 19:50:22
(Z)-Carumonam structure
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Common Name | (Z)-Carumonam | ||
|---|---|---|---|---|
| CAS Number | 87638-04-8 | Molecular Weight | 466.404 | |
| Density | 2.1±0.1 g/cm3 | Boiling Point | N/A | |
| Molecular Formula | C12H14N6O10S2 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | N/A | |
Use of (Z)-CarumonamCarumonam (AMA-1080; Ro 17-2301) is a sulfonated monocyclic β-Lactam Antibiotic, targeting to penicillin-binding protein (PBP). Carumonam exerts highly activity against Enterobacteriaceae, Pseudomonas aeruginosa, and Haemophilus influenzae, while it weakly and even inactively inhibits Streptococcus pneumoniae and Staphylococcus aureus. Carumonam is resistant to beta-lactamase-mediated hydrolysis[1]. |
| Name | carumonam |
|---|---|
| Synonym | More Synonyms |
| Description | Carumonam (AMA-1080; Ro 17-2301) is a sulfonated monocyclic β-Lactam Antibiotic, targeting to penicillin-binding protein (PBP). Carumonam exerts highly activity against Enterobacteriaceae, Pseudomonas aeruginosa, and Haemophilus influenzae, while it weakly and even inactively inhibits Streptococcus pneumoniae and Staphylococcus aureus. Carumonam is resistant to beta-lactamase-mediated hydrolysis[1]. |
|---|---|
| Related Catalog | |
| Target |
Penicillin-binding protein, PBP[1] |
| In Vitro | Carumonam 对肠杆菌科分离株的 MIC90 为 0.013-25 μg/mL，对铜绿假单胞菌的 MIC90 为 12.5 μg/mL[1]。 Carumonam (0-400 μg/mL) 对肠杆菌科和铜绿假单胞菌的 PBP-3 有高亲和力，IC50 与对应的 MIC 值相同或更小[1]。 |
| In Vivo | Carumonam (20 mg/kg; 皮下注射或肌肉注射; 单剂量) 在小鼠、大鼠、兔子、狗和食蟹猴体内的药代动力学特征显示，它容易被吸收，在血浆、肾脏、肝脏和肺部的分布浓度高[2]。 动物: 5 周龄雄性 Slc:ICR 小鼠 (20-25 g)， 7 周龄雄性 Jcl:SD 大鼠 (210-250 g)，雄性新西兰大白兔 (2.5-3.5 kg)，雌雄比格犬 (10-15 kg)，雌性食蟹猴 (2.8-3.7 kg)。在使用抗生素之前，它们被剥夺饲料 16 至 18 小时；水被随意给予[2]。 药代动力学分析[2] Animal Dose (mg/kg) Route Tmax (h) Cmax (μg/mL) AUC (μg·h/mL) t1/2 (h) CLp (mL/min/kg) Mouse 2 mg/mL, 0.1 mL/10 g s.c. 0.12 40.7 20.0 0.24 16.7 Rat 10 mg/mL, 0.2 mL/100 g i.m. 0.18 37.9 23.9 0.28 14.0 Rabbit 40 mg/mL, 0.5 mL/kg i.m. 0.36 44.9 66.6 0.73 5.0 Dog 100 mg/mL, 0.2 mL/kg i.m. 0.36 36.3 61.1 1.10 5.5 Monkey 20 mg/mL/kg i.m. 0.29 67.9 80.4 0.89 4.5 |
| References |
| Density | 2.1±0.1 g/cm3 |
|---|---|
| Molecular Formula | C12H14N6O10S2 |
| Molecular Weight | 466.404 |
| Exact Mass | 466.021271 |
| PSA | 290.52000 |
| LogP | -2.26 |
| Index of Refraction | 1.820 |
|
~%
(Z)-Carumonam CAS#:87638-04-8 |
| Literature: Chemical and Pharmaceutical Bulletin, , vol. 33, # 9 p. 3798 - 3810 |
| Ro 17-2301/006 |
| (3S,4S)-cis-3-[2-(2-Amino-4-thiazolyl)-2-(Z)-carboxymethoxyiminoacetamido]-4-carbamoyloxymethyl-2-azetidinone-1-sulfonic Acid |
| (Z)-[[[(2-Amino-4-thiazolyl)[[(2S,3S)-2-(hydroxymethyl)-4-oxo-1-sulfo-3-azetidinyl]carbamoyl]methylene]-amino]oxy]acetic Acid Carbamate (Ester) |
| Acetic acid, 2-[[[(1Z)-2-[[(2S,3S)-2-[[(aminocarbonyl)oxy]methyl]-4-oxo-1-sulfo-3-azetidinyl]amino]-1-(2-amino-4-thiazolyl)-2-oxoethylidene]amino]oxy]- |
| Carumonam |
| CRMN |
| Carumonamum |
| [2S-[2a,3a(Z)]]-[[[2-[[2-[[(Aminocarbonyl)oxy]methyl]-4-oxo-1-sulfo-3-azetidinyl]amino]-1-(2-amino-4-thiazolyl)-2-oxoethylidene]amino]oxy]aceticAcid |
| ({[(1Z)-1-(2-Amino-1,3-thiazol-4-yl)-2-({(2S,3S)-2-[(carbamoyloxy)methyl]-4-oxo-1-sulfoazetidin-3-yl}amino)-2-oxoethylidene]amino}oxy)acetic acid |
| AMA 1080 |
| ({(Z)-[1-(2-Amino-1,3-thiazol-4-yl)-2-({(2S,3S)-2-[(carbamoyloxy)methyl]-4-oxo-1-sulfo-3-azetidinyl}amino)-2-oxoethylidene]amino}oxy)acetic acid |
| Carumonam (INN) |
| (3S,4S)-3-[(Z)-2-(2-amino-4-thiazolyl)-2-[(carboxymethoxy)imino]acetamido]-4-carbamoyloxymethyl-2-oxo-1-azetidinesulphonic acid |
| 2-[(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-[[(2S,3S)-2-(carbamoyloxymethyl)-4-oxo-1-sulfoazetidin-3-yl]amino]-2-oxoethylidene]amino]oxyacetic acid |
| Acetic acid, (((Z)-(2-(((2S,3S)-2-(((aminocarbonyl)oxy)methyl)-4-oxo-1-sulfo-3-azetidinyl)amino)-1-(2-amino-4-thiazolyl)-2-oxoethylidene)amino)oxy)- |
| Amasulin |