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Aspoxicillin

CAS No.
63358-49-6
Chemical Name:
Aspoxicillin
Synonyms
ASPC;DOYE;Doyle;TA 058;Aspoxicilin;ASPOXICILLIN;Aspoxicillin (~80%);ASPOXICILLIN 3-HYDRATE;Aspoxicillin USP/EP/BP;C10305500 Aspoxicillin
CBNumber:
CB1452855
Molecular Formula:
C21H27N5O7S
Molecular Weight:
493.53
MDL Number:
MFCD01724985
MOL File:
63358-49-6.mol
MSDS File:
SDS
Last updated:2024-11-19 20:33:22

Aspoxicillin Properties

Melting point 195-198° (dec)
Boiling point 985.1±65.0 °C(Predicted)
Density 1.51±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO (Slightly, Sonicated), Methanol (Slightly)
pka 2.44±0.50(Predicted)
form Solid
color White to Off-White
Water Solubility Water : 25 mg/mL (50.66 mM; Need ultrasonic)
Stability Hygroscopic
CAS DataBase Reference 63358-49-6
FDA UNII 0745KNO26J
ATC code J01CA19

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
RTECS  MB7548000

Aspoxicillin price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC A788675 Aspoxicillin(~80%) 63358-49-6 50mg $210 2021-12-16 Buy
Biosynth Carbosynth FA167401 Aspoxicillin 63358-49-6 5mg $250 2021-12-16 Buy
Biosynth Carbosynth FA167401 Aspoxicillin 63358-49-6 10mg $300 2021-12-16 Buy
Biosynth Carbosynth FA167401 Aspoxicillin 63358-49-6 25mg $350 2021-12-16 Buy
AK Scientific C991 Aspoxicillin 63358-49-6 5mg $387 2021-12-16 Buy
Product number Packaging Price Buy
A788675 50mg $210 Buy
FA167401 5mg $250 Buy
FA167401 10mg $300 Buy
FA167401 25mg $350 Buy
C991 5mg $387 Buy

Aspoxicillin Chemical Properties,Uses,Production

Description

Aspoxicillin is an injectable, amino acid-type penicillin highly active against Gram-positive and Gram-negative bacteria, including the β-lactamase producing Bacillus frugilis. It is reportedly effective in the treatment of peritonitis, pneumonia and bronchitis.

Originator

Tanabe (Japan)

Uses

Aspoxicillin is a broad-spectrum antibiotic.

Definition

ChEBI: Aspoxicillin is a peptide.

Manufacturing Process

1). 3 g (23.6 millimoles) of D-2-amino-3-N-methylcarbamoyl-propionic acid hydrochloride (D-N'-methylasparagine HCl), 4.5 g of benzyloxycarbonyl chloride, 30 g of water, 30 ml of tetrahydrofuran and 12 g of potassium carbonate are mixed at 5° to 10°C. Then, the mixture is stirred at the same temperature for 2 hours. During the reaction, the mixture is kept at a slightly alkaline pH (pH 8) with potassium carbonate. 10 ml of water are added to the reaction mixture, and insoluble materials are filtered off. The filtrate is washed twice with ethyl acetate, acidified with citric acid and then extracted three times with 50 ml of ethyl acetate. The ethyl acetate extracts are washed with water, dried and evaporated to remove solvent. 5.1 g of D-2- benzyloxycarbonylamino-3-N-methylcarbamoyl-propionic acid are obtained. MP: 142°-143°C.
2). 2.8 g (10 millimoles) of D-2-benzyloxycarbonylamino-3-Nmethylcarbamoyl- propionic acid, 2.27 g of dicyclohexylcarbodiimide, 1.27 g of N-hydroxysuccinimide and 120 ml of tetrahydrofuran are mixed at 0° to 5°C, and the mixture is stirred at the same temperature for 16 hours. Insoluble materials are filtered off. Then, the filtrate is evaporated at 20°C under reduced pressure to remove the solvent, and the crystalline precipitates thus obtained are washed with a mixture of benzene-ether. 2.6 g of N-(D-2- benzyloxycarbonylamino-3-N-methylcarbamoyl-propionyloxy)succinimide are obtained. MP: 132°-134°C.
3). 3.75 g of N-(D-2-benzyloxycarbonylamino-3-Nmethylcarbamoylpropionyloxy) succinimide are dissolved in 50 ml of tetrahydrofuran. 12.5 ml of an aqueous 1 N-sodium hydroxide solution containing 2.3 g of p-hydroxy-D-phenylglycine are added to the solution. The mixture is stirred at room temperature for 24 hours. 20 ml of ethyl acetate and 20 ml of water are added to the reaction mixture, and said mixture is shaken. Then, the aqueous layer is separated, adjusted to pH 3 with citric acid and extracted with a mixture of 20 ml of tetrahydrofuran and 10 ml of ethyl acetate. The extract is washed with water, dried and evaporated to remove solvent. The residue thus obtained is washed with ether. 3.0 g of D-2-(D-2- benzyloxycarbonylamino-3-N-methylcarbamoylpropionamido)- 2-phydroxyphenylacetic acid are obtained as colorless crystalline powder. MP: 154°-156°C(decomp.).
4). 429 mg of D-2-(D-2-benzyloxycarbonylamino-3-Nmethylcarbamoylpropionamido)- 2-p-hydroxyphenylacetic acid and 382 mg of 6-aminopenicillanic acid triethylamine salt are dissolved in 10 ml of dimethylformamide. 303 mg of diphenylphosphoric azide [N3PO(OC6H5)2] and 110 mg of triethylamine are added to the solution at -5°C, and the mixture is stirred at -5°C for 15 hours. After the reaction, the mixture is adjusted to pH 3 with an aqueous 5% citric acid solution and extracted with a mixture of 15 ml of tetrahydrofuran and 10 ml of ethyl acetate. The extract is washed with water, dried and then evaporated at below 40°C to remove the solvent. Ether is added to the residue obtained, and precipitates are collected by filtration. 509 mg of 6-[D-2-(D-2-benzyloxycarbonylamino-3-Nmethylcarbamoylpropionamido)- 2-p-hydroxyphenylacetamido]penicillanic acid are obtained as a colorless powder.
5). 627 mg of 6-[D-2-(D-2-benzyloxycarbonylamino-3-N-methylcarbamoylpropionamido)- 2-p-hydroxyphenylacetamido]penicillanic acid and 400 mg of 30% palladium-BaCO3 are suspended in 10 ml of methanol. The suspension is shaken at room temperature for 30 minutes. Said shaking step is carried out in a hydrogen gas atmosphere under atmospheric pressure. After the reaction is completed, the catalysts are removed by filtration. The filtrate is evaporated at below 40°C to remove the solvent, and ether is added to the residue. Then, a colorless crystalline powder is collected by filtration and washed with tetrahydrofuran. 443 mg of 6-[D-2-(D-2-amino-3-N-methylcarbamoylpropionamido)- 2-p-hydroxyphenylacetamido]penicillanic acid are obtained. MP: 198°-201°C(decomp.).

brand name

Doyle

Therapeutic Function

Antibiotic

Antimicrobial activity

An acylaminopenicillin, synthesized from amoxicillin. It is more active than carbenicillin against Ps. aeruginosa and is less active than piperacillin against Staph. aureus, H. influenzae, the Enterobacteriaceae and Ps. aeruginosa. It is not absorbed when dosed orally; the plasma half-life is 87 min after intravenous infusion.
Aspoxicillin has been used in the treatment of respiratory, skin and soft tissue and urinary infections in adults and children, and, in combination with aminoglycosides, against gynecological infections and infections in patients with hematological disorders.

Global( 84)Suppliers
Supplier Tel Email Country ProdList Advantage
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29880 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58
BOC Sciences
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Chongqing Chemdad Co., Ltd
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CONIER CHEM AND PHARMA LIMITED
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SIMAGCHEM CORP
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TargetMol Chemicals Inc.
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Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 7724 58
AFINE CHEMICALS LIMITED
+86-0571-85134551 sales@afinechem.com China 15352 58

View Lastest Price from Aspoxicillin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Aspoxicillin pictures 2024-11-19 Aspoxicillin
63358-49-6
US $33.00-97.00 / mg 98.19% 10g TargetMol Chemicals Inc.
Aspoxicillin pictures 2024-11-19 Aspoxicillin
63358-49-6
US $33.00-97.00 / mg 98.19% 10g TargetMol Chemicals Inc.
Aspoxicillin pictures 2019-08-08 Aspoxicillin
63358-49-6
US $3.00 / KG 1KG 99% 100kg Career Henan Chemical Co
  • Aspoxicillin pictures
  • Aspoxicillin
    63358-49-6
  • US $33.00-97.00 / mg
  • 98.19%
  • TargetMol Chemicals Inc.
  • Aspoxicillin pictures
  • Aspoxicillin
    63358-49-6
  • US $33.00-97.00 / mg
  • 98.19%
  • TargetMol Chemicals Inc.
  • Aspoxicillin pictures
  • Aspoxicillin
    63358-49-6
  • US $3.00 / KG
  • 99%
  • Career Henan Chemical Co
ASPOXICILLIN (2s,5r,6r)-6-[(2r)-2-[(2r)-2-amino-3-(n-methylcarbamoyl)-propionamido]-2-(p-hydroxyphenyl)acetamido]-3,3-dimehtyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate glycinamide,n-methyl-d-asparaginyl-n-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-a n(sup4)-methyl-d-asparagininylamoxicillin zabicyclo(3.2.0)hept-6-yl)-d-2-(4-hydroxyphenyl)-,(2s-(2-alpha,5-alpha,6-beta) Aspoxicilin Doyle Glycinamide, N-methyl-D-asparaginyl-N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6-yl)-D-2-(4-hydroxyphenyl)-, [2S-(2a,5a,6b)]- Glycinamide, N-methyl-D-asparaginyl-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6-yl]-2-(4-hydroxyphenyl)-, (2R)- TA 058 ASPOXICILLIN 3-HYDRATE ASPC DOYE (2S,5R,6R)-6-[(2R)-2-[(2R)-2-Amino-3-(methylearbamoyl)propionamido]-2-(ρ-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S,5R,6R)-6α-[[(R)-[[(2R)-2-Amino-4-(methylamino)-1,4-dioxobutyl]amino](4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid 6α-[(R)-2-(4-Hydroxyphenyl)-2-[[(2R)-3-(methylcarbamoyl)-2-aminopropanoyl]amino]acetylamino]penicillanic acid N4-Methyl-D-Asn-4-hydroxy-D-phenyl Gly-N-[(2S,5β)-2β-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6α-yl]-NH2 N4-Methyl-D-aspariginylamoxicillin Aspoxicillin USP/EP/BP Aspoxicillin (~80%) Benzenemethanamine,N-2-propen-6-yl- Aspoxicillin,inhibit,pleuropneumoniae,Inhibitor,penicillin,Actinobacillus,antimicrobial,Bacterial C10305500 Aspoxicillin 63358-49-6 91878-06-9 C21H27N5O7S C21H27N5O7S3H2O AR to AZAntibiotics A Alphabetic Chemical Structure Chromatography OthersAnalytical Standards Pharmacology Standards