CAS 26889-93-0

L-Amoxicillin

Description:

L-Amoxicillin is a semisynthetic antibiotic belonging to the penicillin class, primarily used to treat bacterial infections. It is characterized by its broad-spectrum activity against various gram-positive and gram-negative bacteria. The molecular structure of L-Amoxicillin includes a beta-lactam ring, which is essential for its antibacterial activity, and a phenolic hydroxyl group that enhances its stability against gastric acid, allowing for oral administration. It is typically administered in the form of its trihydrate salt, which improves solubility. L-Amoxicillin works by inhibiting bacterial cell wall synthesis, leading to cell lysis and death. It is often prescribed for respiratory tract infections, urinary tract infections, and skin infections, among others. The substance is generally well-tolerated, but potential side effects may include gastrointestinal disturbances and allergic reactions. Its pharmacokinetics involve rapid absorption, with peak plasma concentrations occurring within a few hours post-administration, and it is primarily excreted unchanged in the urine. Overall, L-Amoxicillin is a vital therapeutic agent in modern medicine.

Formula: C₁₆H₁₉N₃O₅S

InChI: InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10+,11-,14+/m0/s1

InChI key: InChIKey=LSQZJLSUYDQPKJ-BBGACYKPSA-N

SMILES: C(O)(=O)[C@@H]1N2[C@@]([C@H](NC([C@@H](N)C3=CC=C(O)C=C3)=O)C2=O)(SC1(C)C)[H]

Synonyms:

• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[2-amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-, stereoisomer
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2S)-amino(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-[2a,5a,6b(R*)]]-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[2-amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-,stereoisomer (8CI)
• <span class="text-smallcaps">L</span>-Amoxicillin
• L-Amoxicillin

Amoxicillin Related Compound B (L-amoxicillin)

CAS: 26889-93-0

Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi

Formula: C₁₆H₁₉O₅N₃S

Color and Shape: Powder

Molecular weight: 365.10454

Ref: 45-1031525

L-Amoxicillin

CAS: 26889-93-0

Formula: C₁₆H₁₉N₃O₅S

Purity: 95%

Color and Shape: Solid

Molecular weight: 365.4042

Ref: IN-DA00C2KS

(2S,5R,6R)-6-((S)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (Amoxicillin Impurity)

CAS: 26889-93-0

(2S,5R,6R)-6-((S)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (Amoxicillin Impurity)

Purity: 96%

Ref: 54-OR1038364

Amoxicillin, L-

CAS: 26889-93-0

Amoxicillin, L- is an antibiotic. It is also useful for the treatment of a number of bacterial infections.

Formula: C₁₆H₁₉N₃O₅S

Color and Shape: Solid

Molecular weight: 365.40

Ref: TM-T23732

Amoxicillin EP Impurity B (Amoxicillin USP Related Compound B)

CAS: 26889-93-0

Formula: C₁₆H₁₉N₃O₅S

Color and Shape: White To Off-White Solid

Molecular weight: 365.40

Ref: 4Z-A-234

(2S,5R,6R)-6-[[(2S)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid (L-Amoxicillin)

Controlled Product

CAS: 26889-93-0

Formula: C₁₆H₁₉N₃O₅S

Color and Shape: Neat

Molecular weight: 365.40

Ref: 86-MM0232.02

(2S,5R,6R)-6-((S)-2-Amino-2-(4-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (Amoxicillin Impurity)

CAS: 26889-93-0

Purity: 96%

Molecular weight: 365.4

Ref: 10-F988681

L-Amoxicillin

Controlled Product

CAS: 26889-93-0

Impurity Amoxicillin EP Impurity B ; Amoxicillin USP Related Compound B
Applications L-Amoxicillin (Amoxicillin EP Impurity B) is an isomer of Amoxicillin (A634235), a semi-synthetic antibiotic related to penicillin.
References Brogden, R.N., et al.: Drugs, 18, 169 (1979), Bird, A.E., et al.: Anal. Profiles Drug Subs. Excip., 23, 1 (1994),

Formula: C₁₆H₁₉N₃O₅S

Color and Shape: Neat

Molecular weight: 365.4

Ref: TR-A634225

L-Amoxicillin-d4

Controlled Product

CAS: 26889-93-0

Applications L-Amoxicillin-d4 is a labeled isomer of Amoxicillin (A634235), a semi-synthetic antibiotic related to penicillin. Antibacterial.
References Brogden, R.N., et al.: Drugs, 18, 169 (1979), Bird, A.E., et al.: Anal. Profiles Drug Subs. Excip., 23, 1 (1994),

Formula: C₁₆D₄H₁₄N₃NaO₅S

Color and Shape: Neat

Molecular weight: 391.411

Ref: TR-A634227

Amoxicillin trihydrate impurity B

CAS: 26889-93-0

Amoxicillin trihydrate impurity B is an impurity of amoxicillin trihydrate, a penicillin antibiotic. Impurities are substances that are not intentionally added to the drug and may be formed during the manufacturing process. Impurities can affect the quality and safety of drugs, although their presence does not necessarily indicate a problem with the drug. Impurities in amoxicillin trihydrate include clavulanate potassium (impurity A) and heptane-2-carboxylic acid (impurity C). Impurity A is present in small quantities, typically less than 1% of the total amount of amoxicillin trihydrate. Impurity C is present in larger quantities and can make up to 10% of the total amount of amoxicillin trihydrate.

Formula: C₁₆H₁₉N₃O₅S

Purity: Min. 95%

Molecular weight: 365.41 g/mol

Ref: 3D-FA63616

Amoxicillin EP Impurity B

CAS: 26889-93-0

Formula: C₁₆H₁₉N₃O₅S

Molecular weight: 365.40

Ref: ST-EA-CP-A20002