Ampicillin sodium

Base Information

• Chemical Name: Ampicillin sodium
• CAS No.: 69-52-3
• Molecular Formula: C16H18N3NaO4S
• Molecular Weight: 371.392
• Hs Code.: 29419000
• Mol file: 69-52-3.mol

Synonyms:Alpen-N;Amcill-S;Ampicillin natrium;Ampicillin sodium;Ampicillin sodium salt;Binotal sodium;Citteral;D(-)-alpha-Aminobenzylpenicillin sodium salt;Domicillin;Monosodium (2S,5R,6R)-6-((R)-2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate;

Chemical Property of Ampicillin sodium

Chemical Property:

• Appearance/Colour: White powder
• Melting Point: 215 °C (dec.)(lit.)
• Boiling Point: 683.9 °C at 760 mmHg
• Flash Point: 367.4 °C
• PSA: 140.86000
• LogP: 0.01250
• Storage Temp.: 2-8°C
• Solubility.: H2O: 50 mg/mL, clear, very faintly yellow
• Water Solubility.: Freely soluble in water. Sparingly soluble in acetone

Purity/Quality:

90% ^*data from raw suppliers

Ampicillin Sodium Salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 42/43-36/37/38-22
• Safety Statements: 22-36/37-45-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: A semi-synthetic broad-spectrum penicillin,it is mainly used for treatment of penicillin-sensitive gram-positive bacteria, Escherichia coli, Proteus, Salmonella, Shigella and other. Penicillin antibacterial. diuretic, anti-hypertensive Ampicillin sodium salt is a reagent for transformed cells expressing beta-lactamase. It acts as a structural analogue of acyl-D-alanyl-D-alanine, acylates the transpeptidase enzyme and prevents the cross-linking of the peptidoglycan of the cell wall necessary for the growth of the bacterium.
• production method: It is derived from the ampicillin salifying : Ampicillin is suspended in water, adjust to pH 9 with sodium hydroxide solution, dissolve and filter . The filtrate is added active carbon, and is filtered and the filtrate is dried at a low temperature, to obtain the product.

Technology Process of Ampicillin sodium

There total 3 articles about Ampicillin sodium which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

ampicillin (69-53-4) → ampicillin sodium salt (69-52-3,15497-42-4,54579-43-0,132437-57-1)

Guidance literature:

ampicillin; With triethylamine; In acetone; at 0 - 5 ℃;

With sodium acetate; sodium hydrogencarbonate; In acetone; at 0 - 15 ℃;

Reference yield:

→ ampicillin sodium salt (69-52-3,15497-42-4,54579-43-0,132437-57-1)

Guidance literature:

Reference yield:

N-(1-methyl-2-ethoxycarbonylvinyl)ampicillin sodium (71780-15-9) → ampicillin sodium (69-52-3)

Guidance literature:

With water; at 25 ℃; Rate constant; hydrolysis at pH 7.4;

DOI:10.1248/cpb.29.1986

upstream raw materials:

N-(1-methyl-2-ethoxycarbonylvinyl)ampicillin sodium

ampicillin

Downstream raw materials:

penicillin G

(2S,5R,6R)-6-((R)-2-(hex-5-ynamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Refernces

• 1、 -. "A solvent crystallization method for preparing sodium ampicillin". Paragraph 0005; 0029-0033. . Retrieved 2017/05/04.
• 2、 -. "Protection of functional groups during reaction and their subsequent restoration". . . Retrieved 2008/06/13.