ChemicalBook--->CAS DataBase List--->34642-77-8

34642-77-8

34642-77-8 Structure

34642-77-8 Structure
IdentificationMore
[Name]

Amoxicillin sodium
[CAS]

34642-77-8
[Synonyms]

AMOXICILLIN SODIUM
AMOXYCILLIN SODIUM
sodium [2s-[2alpha,5alpha,6beta(s*)]]-6-[[amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
SODIUM AMOXICILLIN
Amoxycillin sodium Crystalline
AmoxycillinSodiumSterileBp98
amoxiclllln sodium
Sodium [2S-[2alpha,5alpha,6beta(S*)]]-6-[[amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
(2S,5R,6R)-6-[[(R)-Amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium salt
(2S,5β)-6α-[[(R)-Amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid sodium salt
Amoxycillin sodium salt
[EINECS(EC#)]

252-124-1
[Molecular Formula]

C16H19N3NaO5S
[MDL Number]

MFCD08063910
[Molecular Weight]

388.39
[MOL File]

34642-77-8.mol
Chemical PropertiesBack Directory
[Appearance]

White or almost white, very hygroscopic, powder.
[Melting point ]

130℃
[Boiling point ]

743℃
[RTECS ]

XH8300000
[Fp ]

>110°(230°F)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[solubility ]

Very soluble in water, sparingly soluble in anhydrous ethanol, very slightly soluble in acetone.
[form ]

Liquid
[color ]

White to light yellow
[Water Solubility ]

Soluble in water.
[Contact allergens]

Amoxicillin is both a topical and a systemic sensitizer. Topical sensitization occurs in health care workers. Systemic drug reactions are frequent, such as urticaria, maculo-papular rashes, baboon syndrome, acute generalized exanthematous pustulosis, or even toxic epidermal necrosis. Cross-reactivity is common with ampicillin, and can occur with other penicillins.
[InChIKey]

QLKRYDZJRDWEHH-AGYZSTNLNA-N
[SMILES]

C([C@H]1C(S[C@]2([H])[C@H](NC(=O)[C@@H](C3C=CC(O)=CC=3)N)C(=O)N12)(C)C)(=O)O.[NaH] |&1:1,4,6,10,r|
[CAS DataBase Reference]

34642-77-8(CAS DataBase Reference)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Amoxicillin trihydrate-->Amoxicillin-->Methyl acetate-->Sodium 2-ethylhexanoate-->Triethylamine-->Methanol
Hazard InformationBack Directory
[Chemical Properties]

White or almost white, very hygroscopic, powder.
[Uses]

Antibiotic[Note—Amoxicillin sodium will be used in combination with clavulanate potassium and marketed as ‘‘Augmentin for intravenous administration’’].
[Definition]

ChEBI: Amoxicillin sodium is an organic sodium salt that is the monosodium salt of amoxicillin. It contains an amoxicillin(1-).
[Synthesis]

Amoxicillin

26787-78-0

Amoxicillin sodium

34642-77-8

Synthesis of (2S,5R,6R)-6-((R)-2-amino-2-(4-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid as sodium salt. 7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid in the following general steps: Example 1: Preparation of sterile sodium amoxicillin using methyl acetate as solvent. The specific operations were as follows: 1. amoxicillin trihydrate (50 g) was dissolved in a solvent mixture of methyl acetate (92 mL), triethylamine (34 g) and methanol (52 mL). 2. The reaction mixture was stirred continuously at a temperature of 0-5°C until a clarified solution was formed, followed by filtration through a sterile filtration system. 3. sodium 2-ethylhexanoate (34 g) was dissolved in a solvent mixture of methyl acetate (92 mL) and methanol (52 mL) and filtered through a sterile filtration system. 4. The sodium 2-ethylhexanoate solution prepared in Step 3 was slowly added to the amoxicillin trihydrate solution from Step 2, maintaining the reaction temperature between 0-5°C. 5. After 80 minutes of reaction, methyl acetate (10 mL) was added to promote precipitation of the product. 6. The precipitate was collected by filtration, washed with methyl acetate (240 mL) and dried at a temperature lower than 50 °C, resulting in sterile sodium amoxicillin. Product yield was >90%.

[storage]

Store at -20°C
[References]

[1] Patent: WO2011/158133, 2011, A1. Location in patent: Page/Page column 7
[2] Patent: WO2006/72577, 2006, A1. Location in patent: Page/Page column 9
[3] Patent: WO2006/72577, 2006, A1. Location in patent: Page/Page column 11
[4] Patent: WO2006/72577, 2006, A1. Location in patent: Page/Page column 11
Spectrum DetailBack Directory
[Spectrum Detail]

Amoxicillin sodium(34642-77-8)1HNMR
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