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26787-78-0

Basic Information
CAS No.: 26787-78-0
Name: Amoxicillin
Article Data: 30
Cas Database
Molecular Structure:
Molecular Structure of 26787-78-0 (Amoxicillin)
Formula: C16H19N3O5S
Molecular Weight: 365.41
Synonyms: 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[2-amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-, D- (8CI);Eupensol;Excillin;Farconcil;Fisamox;Foxolin;Fullcilina;Gemox;Gimalxina;Gomcillin;Gramidil;Grunamox;Hiconcil;Hipen;Histocillin;Hosboral;Imacillin;Imaxilin;Imox;Imoxil;Intermox;Jerramcil;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(S*)]]-;6-[D-(-)-p-Hydroxy-a-aminobenzyl]penicillin;6-[D-a-Amino-a-(4-hydroxyphenyl)acetamido]penicillanicacid;A-Gram;Actimoxi;Agerpen;Alfamox;Almodan;Alphamox;Amagesen Solutab;Amodex;Amoflux;Amopenixin;Amoxa;Amoxal;Amoxapen;Amoxaren;Amoxi;Amoxi-Mast;Amoxicilina;Amoxidal;Amoxiden;Amoxil;Amoxin;Amoxipen;Amoxtrex;Amoxy;Amoxypen;Ampidroxyl;Ampy-Penyl;Anemol;Anemolin;Apitart;Apo-Amoxi;Ardine;Aspenil;Audumic;BLP1410;BRL 2333;Bactox;Betamox;Bimox;Biomox;Bioxidona;Bioxyllin;Cabermox;Cilamox;Clamox;Clamoxyl;Coamoxin;Comoxyl;D-(-)-a-Amino-p-hydroxybenzyl penicillin;D-2-Amino-2-(4-hydroxyphenyl)acetamidopenicillanic acid;D-Amoxicillin;Delacillin;Efpenix;Efpinex;Eupen;
EINECS: 248-003-8
Density: 1.54 g/cm3
Melting Point: 140 °C
Boiling Point: 743.2 °C at 760 mmHg
Flash Point: 403.3 °C
Solubility: N/A
Appearance: solid
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 42/43
Safety: 22-36/37
Transport Information: N/A
PSA: 158.26000
LogP: 1.05280
Synthetic route

C31H29N3O7S

26787-78-0

amoxicillin

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol; water for 3h;62%
551-16-6

6-Aminopenicillanic Acid

37763-23-8

D-2-p-hydroxyphenylglycine methyl ester

26787-78-0

amoxicillin

Conditions
ConditionsYield
at 30℃; for 3h; Pseudomonas melanogenum KY 3987 and KY 8540; Yield given;
With penicillin acylasefrom Escherichia coli; water
551-16-6

6-Aminopenicillanic Acid

57591-61-4, 68697-60-9, 127369-30-6, 134694-94-3

methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride

26787-78-0

amoxicillin

Conditions
ConditionsYield
With iso-butanol In water at 20℃; Xanthomonas citri K24, pH = 6-7; Yield given;
75-21-8

oxirane

cefprozil

26787-78-0

amoxicillin

Conditions
ConditionsYield
In sodium amoxycillin; water; amoxycillin trihydrate; cefaclor monohydrate

ethoxy carbonyl D-α-(1-carbomethoxy-propenyl)amino p-hydroxy phenyl acetate

26787-78-0

amoxicillin

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In acetone
32462-30-9

(S)-hydroxyphenylglycine

3282-30-2

pivaloyl chloride

141-97-9

ethyl acetoacetate

26787-78-0

amoxicillin

Conditions
ConditionsYield
With triethylamine In ethanol; dichloromethane
triethylamine (TEA)

triethylamine (TEA)

82095-48-5, 95510-67-1

D(-)-p-hydroxy-N-(1-ethoxycarbonyl-2-propenyl)-alpha-aminophenylacetic acid potassium salt

3-trimethylsilyl-2-oxazolidinone (TMSO)

3-trimethylsilyl-2-oxazolidinone (TMSO)

3282-30-2

pivaloyl chloride

26787-78-0

amoxicillin

Conditions
ConditionsYield
In dichloromethane; ISOPROPYLAMIDE; water

A

26787-78-0

amoxicillin

B

760-67-8

2-ethylhexanoic acid chloride

Methoxycarbonyl D-α-(1-carbomethoxypropen-2-yl)amino-p-hydroxyphenyl-acetate

10416-58-7

N,N-bis(trimethylsilyl)acetamide

26787-78-0

amoxicillin

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Chemistry

Structure of Amoxicillin (CAS NO.26787-78-0):

IUPAC Name: (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 
Empirical Formula: C16H19N3O5S
Molecular Weight: 365.4042 
EINECS: 248-003-8 
Index of Refraction: 1.701
Molar Refractivity: 91.47 cm3
Molar Volume: 236.2 cm3
Polarizability: 36.26×10-24cm3
Surface Tension: 85.3 dyne/cm
Density: 1.54 g/cm3
Flash Point: 403.3 °C
Enthalpy of Vaporization: 113.73 kJ/mol
Boiling Point: 743.2 °C at 760 mmHg
Vapour Pressure: 3.39E-23 mmHg at 25°C 
Stability: Stable. Incompatible with strong oxidizing agents. 
Product Categories: Antibiotics;A - KAntibiotics;Antibacterial;Antibiotics A to;Antibiotics A-FAntibiotics;Chemical Structure Class;Interferes with Cell Wall SynthesisAntibiotics;Mechanism of Action;Penicillins and Cephalosporins (beta-Lactams);Spectrum of Activity

Uses

 Amoxicillin can be used as broad-spectrum semi-synthetic PENICILLIN. It is active against gram-positive and -negative bacteri. Clinic for the treatment of tonsillitis, laryngitis, pneumonia, chronic bronchitis, urinary tract infections, skin and soft tissue infections, septic pleurisy, hepatobiliary system infections, sepsis, typhoid, dysentery. The antimicrobial spectrum of goods for drugs, and its role and application of both PENICILLIN and Benzyl chloride similar strengths of the serum protein binding rate and blood concentration more than twice as high as ampicillin.

Production

6-APA and N-(3-ethoxycarbonyl-1-methyl vinyl) Sodium p-hydroxyphenylglycine derived by condensation. 6- APA is the production of a wide range of semi-synthetic PENICILLIN important raw materials. Large industrial use of microorganisms PENICILLIN lactamase cracker natural PENICILLIN (PENICILLIN G or PENICILLIN V) approach to the admission system.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 300mg/kg (300mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

KIDNEY, URETER, AND BLADDER: HEMATURIA

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
Clinical Pediatrics Vol. 32, Pg. 735, 1993.
child TDLo oral 682mg/kg (682mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

KIDNEY, URETER, AND BLADDER: HEMATURIA
Clinical Pediatrics Vol. 32, Pg. 735, 1993.
man TDLo oral 7143ug/kg (7.143mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Allergy. Vol. 52(Suppl,
man TDLo oral 40mg/kg/4D (40mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: OTHER CHANGES
Lancet. Vol. 2, Pg. 707, 1978.
mouse LD50 intracrebral > 500mg/kg (500mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS Chemotherapy Vol. 26, Pg. 196, 1980.
mouse LD50 intraperitoneal 3590mg/kg (3590mg/kg)   Drugs in Japan Vol. -, Pg. 59, 1990.
mouse LD50 oral > 25gm/kg (25000mg/kg)   Drugs in Japan Vol. 6, Pg. 38, 1982.
mouse LD50 subcutaneous > 20mg/kg (20mg/kg)   Drugs in Japan Vol. -, Pg. 59, 1990.
rat LD50 intraperitoneal 2870mg/kg (2870mg/kg)   Drugs in Japan Vol. -, Pg. 59, 1990.
rat LD50 oral > 15gm/kg (15000mg/kg)   Drugs in Japan Vol. 6, Pg. 38, 1982.
rat LD50 subcutaneous > 8gm/kg (8000mg/kg)   Drugs in Japan Vol. -, Pg. 59, 1990.

Safety Profile

Hazard Codes : HarmfulXn,IrritantXi
Risk Statements : 42/43 
R42/43:May cause sensitization by inhalation and skin contact.
Safety Statements : 22-36/37 
S22:Do not breathe dust. 
S36/37:Wear suitable protective clothing and gloves.
WGK Germany : 2
RTECS : XH8300000

Standards and Recommendations

Purity of amoxicillin: 98.00%

Specification

  Amoxicillin , its cas register number is 26787-78-0. It also can be called 6-(D-(-)-alpha-Amino-p-hydroxyphenylacetamido)penicillanic acid ; 6-(D-(-)-p-Hydroxy-alpha-aminobenzyl)penicillin ; 6-(p-Hydroxy-alpha-aminophenylacetamido)penicillanic acid ; Amoclen ; Amolin ; Amopenixin ; Amoxi ; Amoxi-Mast ;Amoxicaps ; Amoxicilina ; Amoxicillin pediatric ; Amoxicilline ; Amoxicillinum Amoxiden ; Amoxil ; Amoxivet ; D-(-)-alpha-Amino-p-hydroxybenzylpenicillin ; D-2-Amino-2-(4-hydroxyphenyl)acetamidopenicillanic acid ; D-Amoxicillin ; Delacillin ; DisperMox ; Hiconcil ; Histocillin ; Ibiamox ; Imacillin ; Larotid ; Metafarma capsules ; Metifarma capsules ; Moxacin ; Moxal ; Wymox ; alpha-Amino-p-hydroxybenzylpenicillin ; p-Hydroxyampicillin .