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Latamoxef sodium

CAS No.
64953-12-4
Chemical Name:
Latamoxef sodium
Synonyms
6059s;moxam;S 6059;ly127935;LY 12735;HY-B1484;Shiomarin;Festamoxin;FestamoxinLy;Shionogi 6059S
CBNumber:
CB4352372
Molecular Formula:
C20H21N6NaO9S
Molecular Weight:
544.47
MDL Number:
MFCD03427565
MOL File:
64953-12-4.mol
Last updated:2023-08-06 22:41:32

Latamoxef sodium Properties

Melting point >156oC (dec.)
alpha D22 -45° (water)
storage temp. Inert atmosphere,2-8°C
solubility Methanol (Slightly)
form White to Pale Yellow
Merck 13,6311
Stability Unstable in solution (DMSO or Methanol)
InChIKey GRIXGZQULWMCLU-GDUWRUPCSA-L
FDA UNII 5APW73W3QZ

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H317-H334
Precautionary statements  P261-P280-P342+P311
Hazard Codes  Xn
Risk Statements  42/43
Safety Statements  22-36/37-45
WGK Germany  2
RTECS  RN6824000

Latamoxef sodium price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M8158 Moxalactam sodium salt analytical standard 64953-12-4 1g $233 2024-03-01 Buy
Sigma-Aldrich M8158 Moxalactam sodium salt analytical standard 64953-12-4 5g $761 2024-03-01 Buy
Alfa Aesar J67056 Moxalactam sodium salt, 50 mg/ml in distilled water, sterile-filtered 64953-12-4 1ml $71.7 2023-06-20 Buy
Alfa Aesar J67056 Moxalactam sodium salt, 50 mg/ml in distilled water, sterile-filtered 64953-12-4 5x1ml $200 2023-06-20 Buy
Cayman Chemical 15869 Moxalactam (sodium salt) ≥85% (mixture of isomers) 64953-12-4 250mg $64 2024-03-01 Buy
Product number Packaging Price Buy
M8158 1g $233 Buy
M8158 5g $761 Buy
J67056 1ml $71.7 Buy
J67056 5x1ml $200 Buy
15869 250mg $64 Buy

Latamoxef sodium Chemical Properties,Uses,Production

Description

Latamoxef was synthesized by Shionogi Pharmaceuticals in 1975 starting with benzylpenicillin and using a novel drug design. The oxacephem nucleus, in which the sulfur atom had been replaced by oxygen, was substituted with a methoxyl group at the 7α position, as in the cephamycins. A carboxyl moiety and a hydroxybenzyl group were added at the 7β position, as in carbenicillin, and a methyltetrazolylthiomethyl group was attached at the 3 position. These substitutions resulted in a strong activity against gram-negative bacteria and a high resistance to the action of βlactamase, along with excellent activity against Pseudomonas aeruginosa, even though the compound has no activity against Staphylococcus aureus.

Originator

Moxam,Lilly,US,1981

Uses

Moxalactam Sodium is an oxacephem antibiotic. Moxalactam Sodium is more effective against Escherichia coli and Pseudomonas aeruginosa than cephalosporins.

Uses

Antibacterial;Bacterial transpeptidase inhibitor

Manufacturing Process

To a stirred suspension of p-(p-methoxybenzyloxy)-phenylmalonic acid (125 mg) in methylene chloride (3 ml) are added triethylamine (55 l) and oxalyl chloride (26 l) at -15°C, and the suspension is stirred for 40 minutes at 0°C. The mixture is added to a solution of diphenylmethyl 7β-amino-7α-methoxy-3- (1-methyltetrazol-5-yl)thiomethyl-1-oxadethia-3-cephem-4-carboxylate (100 mg) in methylene chloride (3 ml) and pyridine (63 l), and the mixture is stirred for 30 minutes at 0°C. The reaction mixture is diluted with ethyl acetate, washed with aqueous 2N-hydrochloric acid and water, dried over sodium sulfate, and concentrated to give crude product (212 mg), which is chromatographed on silica gel (20 g) and eluted with a mixture of ethyl acetate and acetic acid (99:1) to give diphenylmethyl-7β-[α-p-(pmethoxybenzyloxy)phenyl-α-carboxyacetamido]-7α-methoxy-3-(1- methyltetrazol-5yl)thiomethyl-1-oxadethia-3-cephem-4-carboxylate as foam (71 mg). Yield: 45%.
To a solution of diphenylmethyl-7β-[α-p-(p-methoxybenzyl)-oxy-phenyl-α-pmethoxybenzyl-oxycarbonil-acetamido]-7α-methoxy-3-(1-methyltetrazol-5- yl)thiomethyl-1-oxadethia-3-cephem-4-carboxylate (1.20 g) in methylene chloride (24 ml) are added anisole (2.4 ml) and a solution of aluminum chloride (2.58 g) in nitromethane (12 ml) at 0°C under nitrogen. After stirring for 15 minutes at 0°C, the mixture is poured into cold 5% sodium hydrogen carbonate aqueous solution (100 ml) and filtered to remove the formed precipitate. The filtate is washed twice with methylene chloride (2 x 100 ml), acidified with 2N-hydrochloric acid to pH 2.60, and poured in a column of high porous polymer HP-20 (60 ml) sold by Mitsubishi Chemical Industries Ltd. The column is washed with water (300 ml) and eluted with methanol. The eluate is concentrated under reduced pressure at room temperature. The residue is dissolved in methanol, treated with active carbon, and concentrated under reduced pressure to give 7β(α-p-hydroxyphenyl-α-carboxyacetamido)-7β- methoxy-3-(1-methyl-tetrazol-5-yl)thiomethyl1-oxadethia-3-cephem-4- carboxylic acid as powder (595 mg) decomposing at 125°C to 132°C. Yield: 88.5%.
To a solution of 7β(α-p-hydroxyphenyl-α-carboxyacetamido)-7α-methoxy-3-(1- methyl-tetrazol-5-yl)thiomethyl1-oxadethia-3-cephem-4-carboxylic acid (359 mg) in methanol (7 ml) is added a solution of sodium 2-ethylhexanoate in methanol (2 mols/liter; 1.73 ml) at room temperature. After stirring for 10 minutes, the reaction mixture is diluted with ethyl acetate, stirred for 5 minutes, and filtered to collect separated solid, which is washed with ethyl acetate, and dried to give disodium salt of 7β(α-p-hydroxyphenyl-α- carboxyacetamido)-7α-methoxy-3-(1-methyl-tetrazol-5-yl)thiomethyl1- oxadethia-3-cephem-4-carboxylic acid (342 mg). Yield: 888%. Colorless powder. MP decomposition from 170°C.

brand name

Moxam (Lilly).

Therapeutic Function

Antiinfective

Biological Activity

moxalactam (sodium salt) is a β-lactam antibiotic.β-lactam antibiotics (beta-lactam antibiotics) are a class of broad-spectrum antibiotics that contain a beta-lactam ring in their molecular structures. most β-lactam antibiotics act by inhibiting cell wall biosynthesis.moxalactam is an oxacephem antibiotic and inhibits most commonly occurring gram positive, gram negative, and anaerobic bacteria. moxalactam was more active against klebsiella and e coli than cefoperazone. moxalactam did not inhibit methicillin-resistant s. aureus and enterococci. moxalactam had been extremely active against haemophilis and neisseria gonorrhoeae. moxalactam was extremely resistant to hydrolysis by all plasmid and chromosmal β-lactamases [1]. in certain situations, moxalactam impaired normal hemostasis and prolonged bleeding time [2].

References

[1]. neu hc. the in vitro activity, human pharmacology, and clinical effectiveness of new beta-lactam antibiotics. annu rev pharmacol toxicol. 1982;22:599-642.
[2]. sattler fr, weitekamp mr, ballard jo. potential for bleeding with the new beta-lactam antibiotics. ann intern med. 1986 dec;105(6):924-31.

Latamoxef sodium Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 196)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5909 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Shenzhen Excellent Biotech Co., Ltd.
13480692018 ramyan@ex-biotech.com CHINA 954 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
ANHUI WITOP BIOTECH CO., LTD
+8615255079626 eric@witopchemical.com China 23556 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9654 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29576 58
AFINE CHEMICALS LIMITED
0571-85134551 info@afinechem.com CHINA 15377 58

View Lastest Price from Latamoxef sodium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Latamoxef Sodium pictures 2024-04-10 Latamoxef Sodium
64953-12-4
US $0.00-0.00 / mg 10mg 90%+ 10g Guangzhou PI PI BIOTECH INC
Latamoxef sodium USP/EP/BP pictures 2021-07-01 Latamoxef sodium USP/EP/BP
64953-12-4
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Latamoxef sodium pictures 2020-05-25 Latamoxef sodium
64953-12-4
US $0.00-0.00 / Kg 1KG 99.0%+ 300 MT Shaanxi Dideu Medichem Co. Ltd
  • Latamoxef sodium pictures
  • Latamoxef sodium
    64953-12-4
  • US $0.00-0.00 / Kg
  • 99.0%+
  • Shaanxi Dideu Medichem Co. Ltd

Latamoxef sodium Spectrum

MOXALACTAM SODIUM SALT 5-oxa-1-azabicyclo(4.2.o)oct-2-ene-2-carboxylicacid,7-((carboxy(4-hydroxyphen 6059s antibiotic6059-s disodiumlatamoxef latamoxefsodium ly127935 moxalactamdisodium moxam moxalactam sodium moxalactam sodium salt, mixture of isomers disodium 7-[[carboxylato(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 5-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-carboxy(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, disodium salt, (6R,7R)- (9CI) Festamoxin LY 12735 S 6059 Shiomarin Shionogi 6059S (6R,7R)-7-[2-Carboxy-2-(p-hydroxyphenyl)acetylamino]-7-methoxy-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid disodium salt 5-Oxa-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((carboxy(4-hydroxyphenyl)acetyl)amino)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, disodium salt Einecs 265-288-4 Moxalactam Disodium (500 mg) 5-Oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[(2R)-2-carboxy-2-(4-hydroxyphenyl)acetyl]aMino]-7-Methoxy-3-[[(1-Methyl-1H-tetrazol-5-yl)thio]Methyl]-8-oxo-,sodiuM salt (1:2), (6R,7R)- (6R,7R)-7-[[(2R)-Carboxy(4-hydroxyphenyl)acetyl]aMino]-7-Methoxy-3-[[(1-Methyl-1H-tetrazol-5-yl)thio]Methyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid DisodiuM Salt MoxalactaM SodiuM Salt (Mixture of diastereoMers) Moxalactam sodium, >=830 μg/mg Latamoxef Disodium HY-B1484 FestamoxinLy Latamoxef sodium USP/EP/BP Latamoxef sodiumr Moxalactam Sodium Salt (Mixture of Diastereomers) (10mM in DMSO) TIANFU-CHEM CAS NO.64953-12-4 Latamoxef sodium Latamoxef sodium, CAS:64953-12-4 Sodium (6R,7R)-7-((R)-2-carboxylato-2-(4-hydroxyphenyl)acetamido)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Moxalactam Sodium Salt (Latamoxef Sodium) (6R,7R)-7-((R)-2-carboxy-2-(4-hydroxyphenyl)acetamido)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, sodium salt Laxocefuroxime sodium 64953-12-4 4953-12-4 C20H18N6Na2O9S C20H18N6O9S2Na Antibiotics G-M Antibiotics Antibiotics A to Z BioChemical Inhibitors Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds METI - MZForensic and Veterinary Standards OthersAntibiotics Penicillins and Cephalosporins (beta-Lactams)More...Close... Antibacterial Antibiotics Antibiotics A to