Imipenem

Chemical Properties Discovery Broad-spectrum antibiotic

Product Name: Imipenem
CAS No.: 74431-23-5
Chemical Name: Imipenem
Synonyms: Imipenem Monohydrate≥ 96% (HPLC);CS-342;MK-0787;Imipenem;lmipemide;EOS-61603;Imipenem（b）;Imipenem hydrate;Tienam monohydrate;Imipenem n-Hydrate
CBNumber: CB8695769
Molecular Formula: C12H19N3O5S
Formula Weight: 317.36
MOL File: 74431-23-5.mol

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Imipenem Property

Melting point:: 193-198°C
Boiling point:: 567℃
RTECS: CL5446516
Flash point:: >110°(230°F)
storage temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility: H2O: >5mg/mL
pka: pKa 3.2/9.9(H2O,t = 25) (Uncertain)
form: powder
color: white to beige
Water Solubility: Soluble in water at 5mg/ml
CAS DataBase Reference: 74431-23-5(CAS DataBase Reference)

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Safety

WGK Germany: 3
HS Code: 2941906000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: I0160
Product name: Imipenem monohydrate
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $137.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: I0160
Product name: Imipenem monohydrate
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $682
Updated: 2024/03/01

Sigma-Aldrich

Product number: I0090000
Product name: Imipenem
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: I0090000
Price: $153
Updated: 2024/03/01

Alfa Aesar

Product number: J66749
Product name: Imipenem monohydrate, 95%
Packaging: 5mg
Price: $97.65
Updated: 2024/03/01

Alfa Aesar

Product number: J66749
Product name: Imipenem monohydrate, 95%
Packaging: 25mg
Price: $247
Updated: 2024/03/01

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Imipenem Chemical Properties,Usage,Production

Chemical Properties

Imipenem (N-formimidoylthienamycin monohydrate) is a crystalline derivative of thienamycin, which is produced by Streptomyces cattleya. Its chemical name is (5 R,6S)-3-[[2-(formimidoylamino)ethyl]thio]-6-[( R)-1-hydroxyethyl ]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monohydrate. It is an off-white, nonhygroscopic crystalline compound with a molecular weight of 317.37. It is sparingly soluble in water and slightly soluble in methanol.

Discovery

Imipenem is an intravenous β-lactam antibiotic discovered by Merck scientists Burton Christensen, William Leanza, and Kenneth Wildonger in the mid-1970s. Imipenem was patented in 1975 and approved for medical use in 1985.

Imipenem has a broad spectrum of activity against aerobic and anaerobic, Gram-positive and Gram-negative bacteria. It is particularly important for its activity against Pseudomonas aeruginosa and the Enterococcus species. It is not active against MRSA, however.

Broad-spectrum antibiotic

Imipenem is a semisynthetic thienamycin that has a wide spectrum of antibacterial activity against gram-negative and gram-positive aerobic and anaerobic bacteria, including many multiresistant strains.It is stable to many beta-lactamases. Similar compounds include meropenem, known for having greater activity against Gram negative bacteria, and the newer ertapenem which exhibits a longer half-life due to increased binding to plasma proteins.

Imipenem acts as an antimicrobial through the inhibition of cell wall synthesis of various gram-positive and gram-negative bacteria.This inhibition of cell wall synthesis in gram-negative bateria is attained by binding to penicillin-binding proteins (PBPs).

Chemical Properties

Off-White Solid

Uses

antiulcer

Uses

antidiabetic

Uses

Imipenem has a broad spectrum of antimicrobial action, which includes most clinically significant microorganisms: Gram-positive, Gram-negative, aerobic, and anaerobic. It is resistant with respect to most beta-lactamases of Gram-positive and Gram-negative bacteria. It is used for bacterial infections of the lower respiratory tract, infections of the urinary and sexual tracts, infections of bones, joints, skin, soft tissues, intraabdominal and gynecological infections, bacterial septicemia, and endocarditis.
Imipenem undergoes enzymatic inactivation in the kidneys. In order to avoid this problem, it is used in a 1:1 ratio in combination with cilastatin—the sodium salt of [R-[R,S-(Z)]]-7-[(2- amino-2-carboxyethyl)thio]-2-[[(2,2-dimethylcyclopropyl)aminocarbonyl-2-heptenoic acid (32.1.3.6), which inhibits metabolisms of imipenem in the kidneys. This combination of two compounds is also used in medicine under the name primaxin.

Uses

An extremely broad-spectrum semi-synthetic antibiotic

Definition

ChEBI: Imipenem hydrate is a member of carbapenems. It contains an imipenem.

General Description

Chemical structure: ?-lactam

Biochem/physiol Actions

Imipenem is found effective against gram positive and negative aerobes and anaerobes. Imipenem is often combined with cilastatin, to inhibit its metabolism in kidney.

Synthesis

Imipenem, [5R-[5|á,6|á(R)]]-6-(1-hydroxyethyl)-3-[[2-[(iminomethyl)amino] ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-en-2-carboxylic acid (32.1.3.1), is the only carbapenem presently used in clinics. It is synthesized from thienamycin isolated from Streptomyces cattleya by reacting it with the methyl formimidate.

Unlike penicillins and cephalosporins, which have a side aminoacyl group joined to the betalactam ring, imipenem has a |á-hydroxyethyl side chain. Significant resistance to hydrolysis by beta-lactamases is observed in this compound, evidently thanks to the trans-configuration of the side chain, while the side chain of penicillins and cephalosporins have a cis configuration.

Imipenem Preparation Products And Raw materials

Raw materials

Silica glass 6-Aminopenicillanic acid INSTANT BUFFER S70, PH7.0 (ACC. TO SOERENSEN)(50PACKS) Trimethacrylate Benzyl ester N,N-Dimethylformamide Sodium bisulfite water solution MERCURIC ACETATE Sodium nitrite Tetrahydrofuran Ammonium chloride VINYLACETIC ACID Acetic acid Ammonium acetate Iodomethane

Preparation Products

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Imipenem Suppliers

Canada 1 China 220 Europe 3 Germany 4 India 9 Italy 1 Japan 1 Poland 1 Switzerland 1 United Kingdom 7 United States 26 Global 274

Hubei wei shi reagent group ltd., company

Tel: 027-02759101766 13125137661
Email: 2853877621@qq.com
Country: China
ProdList: 5484
Advantage: 58

ShangHai Biochempartner Co.,Ltd

Tel: 177-54423994 17754423994
Fax: QQ:2853530913
Email: 2853530910@QQ.com
Country: China
ProdList: 8011
Advantage: 62

SHANDONG OCTAGON CHEMICALS LIMITED

Tel: 0535-15589503653 15589503653
Email: 2959135512@qq.com
Country: China
ProdList: 235
Advantage: 58

Changzhou Chenhong Biotechnology Co., Ltd.

Tel: 0519-85788828 13775037613
Email: sales@chemrenpharm.com
Country: China
ProdList: 3600
Advantage: 58

Hubei Kele Fine Chemical Co., Ltd

Tel: 027-59101668 19945030958
Fax: 027-59101668
Email: 2881924765@qq.com
Country: China
ProdList: 8099
Advantage: 58

Wuhan Yingnuo Pharmaceutical Technology Co., Ltd.

Tel: +86-027-59232304 15387063101
Email: 2881924050@qq.com
Country: China
ProdList: 9953
Advantage: 58

Hubei wei shi reagent group ltd., company

Tel: 027-59102966 18717199209
Fax: 027-59379337
Email: 2853877583@qq.com
Country: China
ProdList: 3521
Advantage: 58

Hubei wei shi reagent group ltd., company

Tel: 027-59105166 13125137732
Email: 2853863890@qq.com
Country: China
ProdList: 2982
Advantage: 58

Shanghai?Medlife?Pharm-Tech?Co.,?Ltd

Tel: 021-59167510 18117107507
Email: vip@med-life.cn
Country: China
ProdList: 4997
Advantage: 58

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

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View Lastest Price from Imipenem manufacturers

Apeloa production Co.,Limited

Product: Imipenem 74431-23-5
Price: US $1.00/g
Min. Order: 1g
Purity: 0.98
Supply Ability: 1000
Release date: 2024-05-29

Shaanxi Dideu Medichem Co. Ltd

Product: Imipenem 74431-23-5
Price: US $1.00-1.00/KG
Min. Order: 1g
Purity: 99%
Supply Ability: 50tons
Release date: 2020-05-07

Hebei Yanxi Chemical Co., Ltd.

Product: Imipenem 74431-23-5
Price: US $40.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 10 tons
Release date: 2023-09-06

74431-23-5, ImipenemRelated Search:

(5R,6S)-3-[(Diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (4-nitrophenyl)methyl ester Ethylparaben Ethylbenzene 2-(METHYLSULFONYL)ETHANOL Ethyl propionate Ethyl formate Ethyl acetate EC 2.6.1.2 INTERMEDIANTE FOR IMIPENEM Ethyl acrylate Acetaminophen Sulfamic acid IMIPEMIDE IMIPENEM IMIPENEN N-FORMIMIDOYLTHIENAMYCIN TIENAMYCIN,Imipenem Glucosamine Ethanol Imipenem Impurity 3 Imipenem Impurity 4 Imipenem EP Impurity B

Imipenem Monohydrate≥ 96% (HPLC)

Imipenem hydrate

Imipenem Monohydrate (100 mg)

Crude Grade of Imipenem

(5R,6S)-6-[(1R)-1-Hydroxyethyl]-3-({2-[(iminomethyl)amino]ethyl}thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monohydrate, Primaxin monohydrate, Tienam monohydrate

(6 R,7 R)-7-AMIMO-8-OXO-3-(1-PROPENYL)-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID Monohydrate

(5R,6S)-3-((2-Formimidamidoethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid hydrate

Primaxin monohydrate

Tienam monohydrate

Imipenem monohydrate, >=98%

Imipenem Monohydrate, Antibiotic for Culture Media Use Only

Imipenem n-Hydrate

CS-342

(6 R,7 R)-7-AMIMO-8-OXO-3-(1-PROPENYL)-5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID

5-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID, 7-AMINO-8-OXO-3-(1-PROPENYL)-, (6R,7R)-

(6 R ,7 R ) - 7-AMIMO-8-OXO-3-(1-PROPENYL)-5-THIA-1-AZABICYLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID

(5R,6S)-6-[(1R)-1-hydroxyethyl]-3-[[2-[(iminomethyl) amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monohydrate

Imipenem

lmipemide

MK-0787

(5R,6S)-3-((2-Formimidamidoethyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.]hept-2-ene-2-carboxylic acid hydrate

EOS-61603

IMIPEMIDE MONOHYDRATE

[5R-[5α，6α(R^<*>^)]]-6-(1-hydroxyethyl)-3-[[2-[(iminomethyl)amino]ethyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid monohydrate

N-Formimidoyl thienamycin monohydrate

Imipenem USP/EP/BP

Imipenem monohydrate (High purity)

Imipenem 1-hydrate

?mipenem monohydrate Crude

(6R,7R)-7-AMIMO-8-OXO-3-(1-PROPENYL)-5-THIA-1-azabicyclo[4.2...

Imipenem MonohydrateQ: What is Imipenem Monohydrate Q: What is the CAS Number of Imipenem Monohydrate Q: What is the storage condition of Imipenem Monohydrate

Imipenem crude(monohydrate non sterile)

Imipenem Monohydrate (1337809)

bacteria,Inhibitor,N-Formimidoyl thienamycin,P. aeruginosa,ntibiotic,MK0787,Imipenem monohydrate,MK 0787,MK-0787,infection,inhibit,Bacterial,Antibiotic,thienamycin

Imipenem（b）

lmipenem monohydrate

74431-23-5

C12H17N3O4SH2O

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Intermediates & Fine Chemicals

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