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Mezlocillin

Product Name
Mezlocillin
CAS No.
51481-65-3
Chemical Name
Mezlocillin
Synonyms
Melocin;Bay-f 1353;Multocillin;MEZLOCILLIN;Meslocillin;Meloxacam acid;Mezlocillin acid;Melocillin sodium;Meloxicillin acid;antibioticbay-f1353
CBNumber
CB9268151
Molecular Formula
C21H25N5O8S2
Formula Weight
539.58
MOL File
51481-65-3.mol
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Mezlocillin Property

Density 
1.63±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
pKa 2.7 (Uncertain)
CAS DataBase Reference
51481-65-3(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Usbiological
Product number
283562
Product name
Mezlocillin
Packaging
25mg
Price
$410
Updated
2021/12/16
TRC
Product number
M340853
Product name
Mezlocillin
Packaging
500mg
Price
$550
Updated
2021/12/16
TRC
Product number
M340853
Product name
Mezlocillin
Packaging
1000mg
Price
$880
Updated
2021/12/16
Matrix Scientific
Product number
099565
Product name
Mezlocillin
Purity
95+%
Packaging
250mg
Price
$284
Updated
2021/12/16
Matrix Scientific
Product number
099565
Product name
Mezlocillin
Purity
95+%
Packaging
1g
Price
$639
Updated
2021/12/16
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Mezlocillin Chemical Properties,Usage,Production

Description

Mezlocilin is an acylaminopenicillin, which has been shown to cause both immediate and delayed hypersensitivity in a nurse.

Originator

Baypen,Bayer,W. Germany,1977

Uses

Like azlocillin, mezlocillin is used for infections of the urinary tract, gynecological infections, intraabdominal infections, skin infections, and respiratory tract infections. Synonyms of this drug are baypen, mezlin, and optocillin.

Uses

Mezlocillin is a broad spectrum penicillin antibiotic.

Uses

Antibacterial.

Definition

ChEBI: A penicillin in which the substituent at position 6 of the penam ring is a (2R)-2-[3-(methanesulfonyl)-2-oxoimidazolidine-1-carboxamido]-2-phenylacetamido group.

Manufacturing Process

9.3 parts by weight of ampicillin were suspended in 80% strength aqueous tetrahydrofuran (140 parts by volume) and sufficient triethylamine (approximately 6.3 parts by volume) was added dropwise while stirring at 20°C, just to produce a clear solution and to give a pH value of between 7.5 and 8.2 (glass electrode). The mixture was cooled to 0°C and 5.1 parts by weight of 3-methylsulfonyl-imidazolidin-2-one-1-carbonyl chloride were added gradually in portions over the course of 30 minutes, while the mixture was stirred and kept at a pH value of between 7 and 8 by simultaneous addition of triethylamine.
The carbonyl chloride reactant was prepared by reacting 2-imidazolidone with methanesulfonyl chloride then that product with phosgene. The mixture was stirred for 10 minutes at 0°C and subsequently further stirred at room temperature until no further addition of triethylamine was necessary to maintain a pH value of 7 to 8. 150 parts by volume of water were added andthe tetrahydrofuran was largely removed in a rotary evaporator at room temperature.
The residual aqueous solution was extracted once by shaking with ethyl acetate, covered with 250 parts by volume of fresh ethyl acetate and acidified to pH 1.5 to 2.0 with dilute hydrochloric acid while being cooled with ice. The organic phase was separated off, washed twice with 50 parts by volume of water at a time and dried for 1 hour over anhydrous MgSO4 in a refrigerator. After filtration, about 45 parts by volume of a 1 molar solution of sodium 2- ethylhexanoate in ether containing methanol were added to the solution of the penicillin. The mixture was concentrated on a rotary evaporator until it had an oily consistency and was dissolved in a sufficient amount of methanol by vigorous shaking, and the solution was rapidly added dropwise, with vigorous stirring, to 500 parts by volume of ether which contained 10% of methanol.
The precipitate was allowed to settle for 30 minutes, the solution was decanted from the precipitate, and the latter was again suspended in ether, filtered off and washed with anhydrous ether. After drying over P2O5 in a vacuum desiccator, the sodium salt of the mezlocillin was obtained in the form of a white solid substance.

brand name

Multocillin (Bayer).

Therapeutic Function

Antibiotic

Antimicrobial activity

A semisynthetic acylureidopenicillin supplied as the sodium salt for parenteral administration.
Ampicillin-susceptible strains of H. influenzae and Neisseria spp. are very susceptible, but β-lactamase-producing organisms are usually resistant. It is less active than azlocillin and piperacillin against Ps. aeruginosa and has variable activity against B. fragilis, independent of β-lactamase production. It exhibits typical β-lactam synergy with aminoglycosides against Ps. aeruginosa and enterobacteria.
It attains peak concentrations of 250 mg/L after a 2 g intravenous infusion, with a plasma half-life of 55 min. Protein binding is 20–30%. It distributes into multiple tissues and human body fluids at therapeutically useful concentrations. Up to 60% of the dose is recoverable unchanged from the urine, with up to 2.5% excreted in the bile.
Toxicity and side effects are similar to those associated with carboxypenicillins. Its clinical use is for serious infections with susceptible organisms, including lower respiratory tract, intra-abdominal, urinary tract and gynecological infections. Commercial availability is quite limited.

General Description

Mezlocillin was synthesized by Bayer in 1974. The NH2 residue of ampicillin was acylated. Mezlocillin is a member of the so-called ureidopenicillins and shows two- to eightfold greater activity against Citrobacter, Enterobacter, Klebsiella, Escherichia coli, and Haemophilus influenzae than ampicillin, carbenicillin, or sulbenicillin. Its activity against gram-positive bacteria is almost the same as that of carbenicillin. Mezlocillin is used by intravenous administration for therapy of sepsis, meningitis, and respiratory tract, urinary tract, and abdominal infections.

Synthesis

Mezlocillin, (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(R)-2-[(3-methylsulfonyl)-2- oxoimidazolidin-1-carboxamido]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]-heptan-2- carboxylic acid (32.1.1.27), is synthesized by acylating ampicillin (32.1.1.16) with 3-chlorocarbonyl-1-methansulfonyl-2-imidazolidinone (32.1.1.26) in the presence of triethylamine. The necessary 3-chlorocarbonyl-1-methansulfonyl-2-imidazolidinone (32.1.1.26) is synthesized by sulfonating 2-imidazolidinone with methanesulfonyl chloride, which forms 1-methanesulfonyl-2-imidazolidinone (32.1.1.25) and its subsequent reaction with phosgene.

Mezlocillin Preparation Products And Raw materials

Raw materials

Preparation Products

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Mezlocillin Suppliers

Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696;
Email
info@hanhongsci.com
Country
China
ProdList
42982
Advantage
64
XiaoGan ShenYuan ChemPharm co,ltd
Tel
0712-0712-2580635 15527768850
Email
1791901229@qq.com
Country
China
ProdList
8850
Advantage
52
Wuhan Fortuna Chemical Co., Ltd
Tel
027-027-59207852 13308628970
Fax
QQ3130921841
Email
buy@fortunachem.com
Country
China
ProdList
2895
Advantage
58
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12338
Advantage
58
Nanjing Sunlida Biological Technology Co., Ltd.
Tel
025-57798810
Fax
025-57019371
Email
sales@sunlidabio.com
Country
China
ProdList
3750
Advantage
55
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Wuhan DKY Technology Co.,Ltd.
Tel
27-81302488 18007166089
Fax
027-81302088
Email
info@dkybpc.com
Country
China
ProdList
2024
Advantage
58
Chengdu HuaXia Chemical Reagent Co. Ltd
Tel
400-1166-196 13458535857
Fax
QQ:800101999
Email
cdhxsj@163.com
Country
China
ProdList
13358
Advantage
58
Wuhan Dahua Pharmaceutical Co., Ltd.
Tel
027-59262863 13277907145 3091977954
Fax
027-59420980
Country
China
ProdList
4951
Advantage
58
Shanghai YuLue Chemical Co., Ltd.
Tel
021-60345187 13671753212
Fax
021-34702061
Email
lzz841106@aliyun.com
Country
China
ProdList
10287
Advantage
55
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View Lastest Price from Mezlocillin manufacturers

Hebei Mojin Biotechnology Co., Ltd
Product
Mezlocillin 51481-65-3
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-30
Hebei Guanlang Biotechnology Co., Ltd.
Product
Mezlocillin Acid 51481-65-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2023-03-18
Henan Aochuang Chemical Co.,Ltd.
Product
Mezlocillin 51481-65-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-27

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