amoxicillin
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol; water for 3h; | 62% |
6-Aminopenicillanic Acid
D-2-p-hydroxyphenylglycine methyl ester
amoxicillin
Conditions | Yield |
---|---|
at 30℃; for 3h; Pseudomonas melanogenum KY 3987 and KY 8540; Yield given; | |
With penicillin acylasefrom Escherichia coli; water |
6-Aminopenicillanic Acid
methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride
amoxicillin
Conditions | Yield |
---|---|
With iso-butanol In water at 20℃; Xanthomonas citri K24, pH = 6-7; Yield given; |
Conditions | Yield |
---|---|
In sodium amoxycillin; water; amoxycillin trihydrate; cefaclor monohydrate |
water
amoxicillin
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide In acetone |
(S)-hydroxyphenylglycine
pivaloyl chloride
ethyl acetoacetate
6-aminopenicillanic acid
amoxicillin
Conditions | Yield |
---|---|
With triethylamine In ethanol; dichloromethane |
D(-)-p-hydroxy-N-(1-ethoxycarbonyl-2-propenyl)-alpha-aminophenylacetic acid potassium salt
pivaloyl chloride
6-aminopenicillanic acid
amoxicillin
Conditions | Yield |
---|---|
In dichloromethane; ISOPROPYLAMIDE; water |
6-aminopenicillanic acid
amoxicillin
6-aminopenicillanic acid
A
amoxicillin
B
2-ethylhexanoic acid chloride
6-aminopenicillanic acid
N,N-bis(trimethylsilyl)acetamide
amoxicillin
D(-)-p-hydroxy-N-(1-ethoxycarbonyl-2-propenyl)-alpha-aminophenylacetic acid potassium salt
N-triisopropylsilyl-2-oxazolidinone
amoxicillin
Conditions | Yield |
---|---|
With triethylamine hydrochloride In N-methyl-acetamide; dichloromethane |
6-aminopenicillanic acid
2-chloro-1,3,2-dioxaphospholan
amoxicillin
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; diisopropylamine In dichloromethane |
methyl chloroformate
amoxicillin
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; triethylamine In dichloromethane; N,N-dimethyl-formamide |
omeprazole
amoxicillin
amoxicillin
famotidine
amoxicillin
Conditions | Yield |
---|---|
With penicillin acylasefrom Escherichia coli; water |
6-Aminopenicillanic Acid
(R)-methyl 2-amino-2-(4-hydroxyphenyl)acetate
amoxicillin
Conditions | Yield |
---|---|
With penicillin G acylase at 20℃; Enzymatic reaction; |
amoxicillin
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol; water for 3h; |
D-4-hydroxyphenylglycine
amoxicillin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium hydrogencarbonate / tetrahydrofuran; water / 8.42 h 2.1: chloroformic acid ethyl ester; N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 0.33 h / 0 °C 2.2: -60 - 20 °C 3.1: palladium 10% on activated carbon; hydrogen / water; methanol / 3 h View Scheme |
Conditions | Yield |
---|---|
With 1,4-dithio-L-threitol In water at 20℃; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; |
Conditions | Yield |
---|---|
With sodium carbonate In water at 0 - 20℃; for 3h; pH=4; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With sodium carbonate In water at 0 - 20℃; for 3h; pH=4; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In 1,4-dioxane; water at 0 - 20℃; | 97% |
With potassium carbonate In 1,4-dioxane; water at 0 - 25℃; for 1.5h; |
amoxicillin
Conditions | Yield |
---|---|
Stage #1: amoxicillin With ammonium hydroxide for 0.333333h; Stage #2: With sodium hydroxide at 20℃; for 4h; | 96% |
Conditions | Yield |
---|---|
Stage #1: amoxicillin With ammonium hydroxide In methanol Stage #2: cholin hydroxide In methanol at 20℃; for 1h; | 93% |
trihexyl(tetradecyl) phosphonium hydroxide
amoxicillin
Conditions | Yield |
---|---|
Stage #1: amoxicillin With ammonium hydroxide In methanol Stage #2: trihexyl(tetradecyl) phosphonium hydroxide In methanol at 20℃; for 1h; | 92% |
amoxicillin
Acuotricina
Conditions | Yield |
---|---|
Stage #1: amoxicillin With triethylamine In methanol; acetic acid methyl ester at 0 - 5℃; Stage #2: With sodium 2-ethylhexanoic acid In methanol; acetic acid methyl ester at 0 - 5℃; Product distribution / selectivity; | 90% |
With sodium hydroxide In water Product distribution / selectivity; | |
With sodium hydrogencarbonate In water Product distribution / selectivity; | |
With sodium carbonate In water Product distribution / selectivity; |
amoxicillin
Conditions | Yield |
---|---|
Stage #1: amoxicillin With trimethylsilyl iodide; triethylamine In dichloromethane at 0℃; for 3h; Stage #2: C5H9N2O3(1-)*K(1+) With 4-methyl-morpholine; chloroformic acid ethyl ester In dichloromethane at -10 - -5℃; for 15h; | 90% |
amoxicillin
acetoacetic acid methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 6h; | 86.98% |
amoxicillin
Conditions | Yield |
---|---|
In ethanol; water at -10 - -5℃; for 2.5h; pH=7.5; | 85.2% |
amoxicillin
Conditions | Yield |
---|---|
Stage #1: [(2,3-bis-methoxycarbonyloxy-benzoyl)-(8-{(2,3-bis-methoxycarbonyloxy-benzoyl)-[8-(8-methoxycarbonyloxy-2,4-dioxo-4H-benzo[e][1,3]oxazin-3-yl)-octyl]-amino}-octyl)-amino]-acetic acid With 4-methyl-morpholine; methyl chloroformate In tetrahydrofuran at -10℃; for 1h; Stage #2: amoxicillin With triethylamine In tetrahydrofuran | 83% |
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water for 2h; pH=7 - 8; Reflux; | 81% |
In ethanol for 3h; Inert atmosphere; | 70% |
Conditions | Yield |
---|---|
With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Inert atmosphere; | 81% |
amoxicillin
C11H16ClNO4Si
Conditions | Yield |
---|---|
Stage #1: amoxicillin With chloro-trimethyl-silane; triethylamine In acetonitrile at 25℃; for 1h; Stage #2: C11H16ClNO4Si In acetonitrile at 25℃; for 6h; | 80% |
amoxicillin
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; water; ethyl acetate; Petroleum ether | 80% |
Conditions | Yield |
---|---|
With sodium carbonate In water at 0 - 20℃; for 3h; pH=4; Inert atmosphere; | 80% |
amoxicillin
1-hydro-5-(p-aminosulfonyl)anilino-2-hydroxy-oxazolo<5,4-d>pyrimidine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; water for 1h; | 78% |
amoxicillin
benzyl chloroformate
Conditions | Yield |
---|---|
Stage #1: amoxicillin With sodium hydroxide In tetrahydrofuran; water at 20℃; for 0.166667h; Stage #2: benzyl chloroformate In tetrahydrofuran; water Time; Cooling with ice; | 77% |
Conditions | Yield |
---|---|
Stage #1: amoxicillin With ammonium hydroxide Stage #2: 1-ethyl-3-methylimidazolium hydroxide In methanol at 20℃; for 1h; | 77% |
Conditions | Yield |
---|---|
With potassium hydroxide In methanol for 0.0416667h; pH=7 - 8; Microwave irradiation; | 73% |
Conditions | Yield |
---|---|
With hydrogenchloride In water for 3h; Reflux; | 70% |
amoxicillin
Conditions | Yield |
---|---|
With sodium hydroxide; phosphate buffer In 1,4-dioxane at 0℃; for 1h; | 69% |
amoxicillin
3-methyl-4-oxo-imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid N-hydroxysuccinimide ester
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20 - 30℃; for 4h; | 69% |
Conditions | Yield |
---|---|
With hydrogenchloride In water for 3h; Reflux; | 68% |
Conditions | Yield |
---|---|
In ethanol for 3h; Reflux; Inert atmosphere; | 67% |
Conditions | Yield |
---|---|
With triethylamine In water; acetone at -12 - 20℃; for 3.75h; | 66% |
amoxicillin
3-(2-chloroethyl)-4-oxo-imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid N-hydroxysuccinimide ester
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20 - 30℃; for 4h; | 65% |
amoxicillin
diphenylchloromethane
diphenylmethyl 6β-[(R)-2-(diphenylmethylamino)-2-(4-hydroxyphenyl)acetamido]penicillanate
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 25℃; for 3h; | 65% |
Conditions | Yield |
---|---|
With triethylamine In water; acetone at -12 - 20℃; for 3.75h; | 64% |
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
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.
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.
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. |
Hazard Codes : Xn,Xi
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
Purity of amoxicillin: 98.00%
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 .
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