Latamoxef sodium

ChemicalBook > CAS DataBase List > Latamoxef sodium

Product Name: 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
Formula Weight: 544.47
MOL File: 64953-12-4.mol

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Latamoxef sodium Property

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

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Safety

Hazard Codes: Xn
Risk Statements: 42/43
Safety Statements: 22-36/37-45
WGK Germany: 2
RTECS: RN6824000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: M8158
Product name: Moxalactam sodium salt
Purity: analytical standard
Packaging: 1g
Price: $233
Updated: 2024/03/01

Sigma-Aldrich

Product number: M8158
Product name: Moxalactam sodium salt
Purity: analytical standard
Packaging: 5g
Price: $761
Updated: 2024/03/01

Alfa Aesar

Product number: J67056
Product name: Moxalactam sodium salt, 50 mg/ml in distilled water, sterile-filtered
Packaging: 1ml
Price: $71.7
Updated: 2023/06/20

Alfa Aesar

Product number: J67056
Product name: Moxalactam sodium salt, 50 mg/ml in distilled water, sterile-filtered
Packaging: 5x1ml
Price: $200
Updated: 2023/06/20

Cayman Chemical

Product number: 15869
Product name: Moxalactam (sodium salt)
Purity: ≥85% (mixture of isomers)
Packaging: 250mg
Price: $64
Updated: 2024/03/01

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Latamoxef sodium Chemical Properties,Usage,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

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View Lastest Price from Latamoxef sodium manufacturers

Shaanxi TNJONE Pharmaceutical Co., Ltd

Product: latamoxefsodium 64953-12-4
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20tons
Release date: 2024-04-29

Dideu Industries Group Limited

Product: Latamoxef sodium 64953-12-4
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons Min
Release date: 2021-06-29

Shaanxi Dideu Medichem Co. Ltd

Product: Latamoxef sodium 64953-12-4
Price: US $0.00-0.00/Kg
Min. Order: 1KG
Purity: 99.0%+
Supply Ability: 300 MT
Release date: 2020-05-23

64953-12-4, Latamoxef sodiumRelated Search:

Sodium hydroxide Trisodium phosphate 4-Methoxyphenylacetone Sodium citrate p-Anisaldehyde Latamoxef Cefonicid sodium Sodium nitrite Acetyl chloride Acetylacetone Cefotaxime sodium Ethylenediaminetetraacetic acid disodium salt Diclofenac sodium p-Anisidine Sodium acetate Cefoperazone sodium +sulbactam sodium(1:1/2:1) Sodium chloride (Trifluoromethoxy)benzene

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

(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

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