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Amoxicillin

Amoxicillin structure

CAS No:
26787-78-0
Formula:
C16H19N3O5S
Chemical Name:
Amoxicillin
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-,[2S-[2α,5α,6β(S*)]]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[2-amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-,D-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-;(2S,5R,6R)-6-[[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;6-[D(-)-α-Amino-p-hydroxyphenylacetamido]penicillanic acid;Amoxicillin;Amoxycillin;BRL 2333;6-[D-(-)-2-Amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;D-(-)-α-Amino-p-hydroxybenzyl penicillin;D-(α-Amino-p-hydroxybenzyl)penicillin;p-Hydroxyampicillin;Histocillin;Amoxil;6-[D-(-)-p-Hydroxy-α-aminobenzyl]penicillin;D-2-Amino-2-(4-hydroxyphenyl)acetamidopenicillanic acid;Clamoxyl;BLP 1410;6-[D-α-Amino-α-(4-hydroxyphenyl)acetamido]penicillanic acid;Imacillin;D-Amoxicillin;Amopen;Sawacillin;Amoclen;Cemoxin;Amoxipen;Anemolin;Bristamox;Delacillin;Aspenil;Ibiamox;Piramox;Sumox;Amopenixin;Ampy-Penyl;Amoxi;Efpenix;Amolin;Amoxi-Mast;Metifarma capsules;Metafarma capsules;Hiconcil;Amoxivet;Vetramox;33911-69-2;71447-36-4;81030-75-3;1236363-38-4
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Amoxicillin is a moderate- spectrum, bacteriolytic, β-lactam antibiotic.Target: AntibacterialAmoxicillin is a moderate-spectrum, bacteriolytic, β-lactam antibiotic in the aminopenicillin family used to treat bacterial infections caused by susceptible Gram-positive and Gram-negative microorganisms. It is usually the drug of choice within the class because it is better-absorbed, following oral administration, than other β-lactam antibiotics. Amoxicillin is susceptible to degradation by β-l

Amoxicillin Basic Attributes

Molecular Weight：

365.4

Exact Mass：

365.40

EC Number：

248-003-8

NSC Number：

277174

HScode：

29411000

Characteristics

PSA：

158

XLogP3：

-2

Appearance：

Solid

Density：

1.6±0.1 g/cm3

Melting Point：

140 °C

Boiling Point：

743.2°C at 760 mmHg

Flash Point：

378.2±35.7 °C

Refractive Index：

1.745

Water Solubility：

10.7 [ug/mL]

Storage Conditions：

2-8°C

Vapor Pressure：

4.69X10-17 mm Hg at 25 deg C (est)

Specific rotation：

Specific optical rotation: +248 deg to +268 deg

Odor：

Penicillin-type odor

Taste：

Bitter tasting

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

42/43

safety instructions：

22-36/37

RTECS Number：

XH8300000

Marks：

Xn,Xi

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P261-P280-P342 + P311

Hazard Statements：

H317-H334

Amoxicillin Use and Manufacturing

Methods of Manufacturing

It is obtained by condensation of 6-APA and N-(3-ethoxycarbonyl-1-methylvinyl) p-hydroxyphenylglycine sodium salt. 6-APA is an important raw material for the production of various semi-synthetic penicillins. At present, the industry uses large amounts of penicillin amidase produced by microorganisms to cleave natural penicillin (penicillin G or penicillin V).

Uses

Antibacterial;Bacterialtranspeptidase inhibitor Can be used as a broad-spectrum semi-synthetic penicillin. It is clinically used to treat tonsillitis, laryngitis, pneumonia, chronic bronchitis, urinary system infection, skin and soft tissue infection, suppurative pleurisy, hepatobiliary system infection, sepsis, typhoid fever, dysentery, etc. This product is an antibacterial spectrum drug, and its effect and application are similar to that of chlorbenzylpenicillin. The advantage is that the serum protein binding rate is low, and the blood concentration is more than twice higher than that of ampicillin. Amoxicillin is a good curative, safe and effective drug

Computed Properties

Molecular Weight:365.4
XLogP3:-2
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:4
Exact Mass:365.10454189
Monoisotopic Mass:365.10454189
Topological Polar Surface Area:158
Heavy Atom Count:25
Complexity:590
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Propylene

6-Aminopenicillanic acid

Price Analysis

Make your Amoxicillin purchase based on the price and market insights! ECHEMI provides professional market insights with prices for you to make a better choice. Learn more on Amoxicillin prices .

Drug Function and Efficacy

This product is a penicillin antibiotic, which has good antibacterial activity against Streptococcus such as Streptococcus pneumoniae and hemolytic Streptococcus, aerobic Gram-positive cocci such as non-penicillinase-producing Staphylococcus and Enterococcus faecalis, aerobic Gram-negative bacteria such as Escherichia coli, Proteus mirabilis, Salmonella, Haemophilus influenzae, Neisseria gonorrhoeae, and Helicobacter pylori. Amoxicillin exerts its bactericidal effect by inhibiting the synthesis of bacterial cell walls, which can quickly dissolve and rupture bacteria into spherical bodies.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Amoxicillin Granules
Ingredients	The main ingredient of this product is amoxicillin, and its chemical name is: (2S,5R,6R)-3,3-dimethyl-6-[(R)-(-)-2-amino-2-(4-hydroxyphenyl)acetylamino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate.
Indication	1. Probenecid competitively reduces the renal tubular secretion of this product. The simultaneous use of the two can cause an increase in the blood concentration of amoxicillin and a prolonged half-life. 2. Chloramphenicol, macrolides, sulfonamides and tetracyclines interfere with the antibacterial effect of amoxicillin in vitro, but the clinical significance is unclear.
Specifications	0.125g (calculated as C16H19N3O5S)

Amoxicillin and Dicloxacillin Sodium Capsules
Ingredients	The compound preparation consists of amoxicillin (0.25 g) and dicloxacillin (0.125 g).
Indication	1. Benzenesulfonic acid can reduce the secretion of amoxicillin/dicloxacillin sodium in the renal tubules. Co-use can prolong the half-life of amoxicillin/dicloxacillin sodium. 2. The combined use of allopurinol and ampicillin can significantly increase the occurrence of rash compared with ampicillin alone. It is not known whether the increase in rash is caused by allopurinol or by excessive toxin components in the urine. There is no data to suggest that allopurinol and amoxicillin/dicloxacillin sodium can be used together. Amoxicillin/dicloxacillin sodium should not be used together with disulfiram.
Specifications	0.375g (C16H19N3O5S 0.25g and C19H17CL2N3O5S 0.125g)

Amoxicillin Dispersible Tablets
Ingredients	The main ingredient of this product is amoxicillin.
Indication	Not yet clear.
Specifications	0.125g (calculated as C16H19N3O5S)
Manufacturer	SANTA(Zhangjiakou)PHARMACEUTICAL Co., Ltd.

See More Related Drugs

Registered Holders

APITORIA PHARMA PRIVATE LTD

United States
Active
ANTIBIOTICOS SA

Spain
Active
SANDOZ INDUSTRIAL PRODUCTS SA

Spain
Active

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