Cefathiamidine
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| Category | Antibiotics |
| Catalog number | BBF-00710 |
| CAS | 33075-00-2 |
| Molecular Weight | 472.58 |
| Molecular Formula | C19H28N4O6S2 |
| Purity | > 95% |
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Description
It is produced by the strain of Semisynthetic first generation cephalosporin for injection. Cefathiamidin has better antibacterial activity than cefazolin, cefuroxime and cefamidin against Streptococcus pneumoniae, Streptococcus pyogenes, MSSA, MSSE and Moraxella mucosa inflammation, and it showed strong activity against enterococcus. Its MIC90 (2.0 ㎍/mL)is slightly weaker than vancomycin (1.0㎍/mL). It also has some activity to MRSA and MRSE.
Specification
| Synonyms | (6R-trans)-3-[(Acetyloxy)methyl]-7-[[[[[(1-methylethyl)amino][(1-methylethyl)imino]methyl]thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid; 7-[2-[(N,N'-diisopropylamidino)thio]acetamido]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid; Cephathiamidine |
| Storage | −20 °C under inert atmosphere |
| IUPAC Name | (6R,7R)-3-(acetyloxymethyl)-7-[[2-[N,N'-di(propan-2-yl)carbamimidoyl]sulfanylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
| Canonical SMILES | CC(C)NC(=NC(C)C)SCC(=O)NC1C2N(C1=O)C(=C(CS2)COC(=O)C)C(=O)O |
| InChI | InChI=1S/C19H28N4O6S2/c1-9(2)20-19(21-10(3)4)31-8-13(25)22-14-16(26)23-15(18(27)28)12(6-29-11(5)24)7-30-17(14)23/h9-10,14,17H,6-8H2,1-5H3,(H,20,21)(H,22,25)(H,27,28)/t14-,17-/m1/s1 |
| InChI Key | JYXACOFERDBGGQ-RHSMWYFYSA-N |
Properties
| Appearance | White or Off-white Crystalline Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Melting Point | 150-153°C |
| Density | 1.45±0.1 g/cm3 (Predicted) |
| Solubility | Soluble in Water; Slightly soluble in Alcohol, DMSO; Hardly soluble in Acetone, Ether, Chloroform |
Reference Reading
1. Therapeutic effect of autologous concentrated growth factor on lower-extremity chronic refractory wounds: A case report
Chang-Neng Ke,Yue-Ming Liu,Yang Liu,Shi Xu,Wei-Shan Li,Po Liu World J Clin Cases . 2021 Jun 26;9(18):4797-4802. doi: 10.12998/wjcc.v9.i18.4797.
Background:Management of chronic refractory wounds is one of the toughest clinical challenges for surgeons. Because of poor blood supply, less tissue coverage, and easy exposure, the lower leg is a common site for chronic refractory wounds. The current therapeutic regimens often lead to prolonged hospital stay and higher healthcare costs. Concentrated growth factor (CGF) is a novel blood extract that contains various growth factors, platelets, and fibrins to promote wound healing process. However, there has been little research reported on the treatment of lower extremity wounds with CGF.Case summary:A 37-year-old man, without any past medical history, presented an ulcerated chronic wound on his right lower leg. The skin defect exhibited clear boundaries, with a size of 2.0 cm × 3.5 cm. The depth of wound was up to the layer of deep fascia.Staphylococcus aureuswas detected by bacterial culture. The final diagnosis was right lower extremity ulcers with infection. Cefathiamidine, silver sulfadiazine, and mupirocin cream were applied to control the infection. CGF gel was prepared from the patient's blood sample, and was used to cover the wound after thorough debridement. The skin wound was successfully healed after three times of CGF treatment.Conclusion:CGF displays an excellent wound healing promoting effect in patients with lower-extremity chronic refractory wounds.
2. [Identification of the degradation compounds of cefathiamidine by liquid chromatography-tandam mass spectrometry]
Min Hu,Chang-Qin Hu Yao Xue Xue Bao . 2006 Oct;41(10):1015-9.
Aim:To identify the degradation compounds of cefathiamidine by a liquid chromatography-tandam mass spectrometry (LC-MS).Methods:According to the accelerated storage condition, two main degradation compounds of cefathiamindine were its hydrolytic products. Cefathiamidine was separated on a C18 column, with 1% acetate solution-acetonitrile (85 : 15) as mobile phase. The mass spectra and MS/MS spectra were obtained with set at the positive ion mode. Combined the UV spectra and the chromatography behavior, the structures of two degradation compounds were identified.Results:The method can be used for the separation of the degradation compounds of cefathiamindine. The two major degradation compounds were desacetylcefathiamidine and cefathiamidine lactone.Conclusion:The method is rapid, sensitive and specific, and it is suitable for the identification of the degradation compounds of cephalosporin.
3. Liver function monitoring: a prospective nested case-control study of Salvia miltiorrhiza polyphenol injection
Feng Ding,Mei-Ling Yu,Jin-Quan Cheng,Ling-Ti Kong,Can Wang,Qing-Ping Shi Sci Rep . 2020 Feb 26;10(1):3538. doi: 10.1038/s41598-020-60608-z.
Instructions for Salvia miltiorrhiza polyphenol injections indicate abnormal liver function as an occasional adverse reaction, but the incidence of this adverse drug reaction (ADR) has increased in recent years. We assessed S. miltiorrhiza polyphenol ADRs by performing a nested case-control study(NCCS) and meta-analysis. In the NCCS, 2633 patients receiving this treatment in the First Affiliated Hospital of Bengbu Medical College were enrolled. Logistic regression models found that in 58 (2.2%) patients experiencing abnormal liver function, the risk for liver dysfunction was associated with sulfa drug allergy (OR = 7.874, 95%CI (1.280, 48.447), P = 0.026), payment methods (OR = 0.106, 95%CI (0.012, 0.934), P = 0.043), duration of administration (OR = 0.922, 95%CI (0.862, 0.986), P = 0.017), cefathiamidine (OR = 0.441, 95%CI (0.216, 0.900), P = 0.025), human serum albumin (OR = 1.958, 95%CI (1.011, 3.789), P = 0.046), Dazhu Rhodiola injection (OR = 2.599, 95%CI (1.112, 6.070), P = 0.027), or reduced glutathione (OR = 0.394, 95%CI (0.188, 0.826), P = 0.014). Meta-analysis of reports on S. miltiorrhiza polyphenol ADRs in controlled trials and other observational studies included 676 patients, of which 17 (2.17%; 95%CI (0.0105, 0.0358)) presented with liver dysfunction; associated ADR risk factors included co-administration of other drugs. Our NCCS and meta-analysis had similar ADR incidence rates, which were higher than the rate in the drug instructions. This study provides guidance for assessing liver dysfunction risks associated with S. miltiorrhiza polyphenol injections.
4. The Effects of Cigarette Smoking on Steroidal Muscular Relaxants and Antibiotics Used: A Prospective Cohort Study
Minhuan Shen,Qian Zhou,Xiaohua Zou,Na Liu,Feng Wang,Jing Shi Front Pharmacol . 2021 Apr 26;12:573832. doi: 10.3389/fphar.2021.573832.
Background:The impact of cigarette smoking on perianesthesia management is not clear elucidated. This paper studies the impact of long-term cigarette smoking on the dose-response of rocuronium and vecuronium used under general anesthesia and the type of antibiotics used after surgery.Methods:We enrolled 240 participants from a teaching hospital in China in which finally enrolled in 221 participants. 106 participants have a history of long-term cigarette use and 115 participants without a history of smoking. All participants received general anesthesia for various surgeries, and rocuronium was used as the muscular relaxant. The primary outcome was the effective onset time of rocuronium after adjusting for its dose. The secondary outcomes included a recovery index and the time of muscle recovery changing from 25 to 75%.Results:There was no measurable difference in the muscle relaxant onset time, duration of effectiveness, 75% recovery, recovery index, dose of opiates, anesthetics during surgery, or complication rate between smokers or non-smokers. However, the results showed a significant difference in antibiotic use between smokers and non-smokers (chi-squared = 13.695,p< 0.001), and a significant difference in the type of antibiotics used (chi-squared = 21.465,p= 0.003). Smokers had a significantly higher rate of cefathiamidine use.Conclusion:Smoking cigarettes had no effect on muscle relaxants used under general anesthesia, but patients who had a history of smoking were more likely to receive antibiotics after surgery.Clinical Trial Registration:http://www.chictr.org.cn/index.aspx, identifier ChiCTR-OIC-16009157.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
