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6-Aminopenicillanic acid

6-Aminopenicillanic acid Structure
6-Aminopenicillanic acid
  • CAS No.551-16-6
  • Chemical Name:6-Aminopenicillanic acid
  • CBNumber:CB1410046
  • Molecular Formula:C8H12N2O3S
  • Formula Weight:216.26
  • MOL File:551-16-6.mol
6-Aminopenicillanic acid Property
  • Melting point: :198-200 °C (dec.)(lit.)
  • alpha  :276.3 º (c=1.2, 0.1N HCl 22 ºC)
  • Boiling point: :460.2±45.0 °C(Predicted)
  • Density  :1.3418 (rough estimate)
  • refractive index  :1.6300 (estimate)
  • storage temp.  :2-8°C
  • solubility  :2.46g/l
  • form  :Fine Powder
  • pka :pKa 2.3 (Uncertain)
  • color  :White to cream
  • PH :3.4 (100g/l, H2O)
  • optical activity :[α]22/D +276.3°, c = 1.2 in 0.1 M HCl
  • Water Solubility  :Soluble in water and hydrochoric acid.
  • Merck  :14,458
  • BRN  :15080
  • InChIKey :NGHVIOIJCVXTGV-SDKNWNMFSA-N
  • CAS DataBase Reference :551-16-6(CAS DataBase Reference)
  • FDA UNII :QR0C4R7XVN
  • EPA Substance Registry System :6-Aminopenicillanic acid (551-16-6)
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H315-H317-H319-H334
  • Precautionary statements P280g-P304+P340-P342+P311a-P501a-P261-P264-P272-P280-P284-P302+P352+P333+P313+P363-P304+P340+P342+P311-P305+P351+P338+P337+P313-P501
6-Aminopenicillanic acid Price More Price(11)
  • Brand: Sigma-Aldrich
  • Product number: 07307
  • Product name : (+)-6-Aminopenicillanic acid
  • Purity: analytical standard
  • Packaging: 100mg
  • Price: $62.1
  • Updated: 2020/08/18
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: PHR2188
  • Product name : Amoxicillin Related Compound A
  • Purity: 
  • Packaging: 50MG
  • Price: $399
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 1031514
  • Product name : Amoxicillin Related Compound A
  • Purity: United States Pharmacopeia (USP) Reference Standard
  • Packaging: 15mg
  • Price: $1260
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: TCI Chemical
  • Product number: A0800
  • Product name : 6-Aminopenicillanic Acid
  • Purity: >98.0%(HPLC)
  • Packaging: 5g
  • Price: $16
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: TCI Chemical
  • Product number: A0800
  • Product name : 6-Aminopenicillanic Acid
  • Purity: >98.0%(HPLC)
  • Packaging: 25g
  • Price: $48
  • Updated: 2021/03/22
  • Buy: Buy

6-Aminopenicillanic acid Chemical Properties,Usage,Production

  • Chemical Properties WHITE TO CREAM FINE POWDER
  • Uses (+)-6-Aminopenicillanic Acid is the core structure in penicillins, obtained from the fermentation brew of the Penicillium mold. (+)-6-Aminopenicillanic Acid is used as the main starting block for the preparation of numerous semisynthetic penicillins.
  • Definition ChEBI: A penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and ph rmacologic characteristics.
  • Safety Profile Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits very toxic fumes of NOx and SOx.
  • Purification Methods This acid crystallises from water. [Kleppe & Stroninger J Biol Chem 254 4856 1979,Beilstein 27 III/IV 2858.]
6-Aminopenicillanic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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551-16-6, 6-Aminopenicillanic acidRelated Search:
  • 6-AMINO-2,2-DIMETHYL-5-OXOPERHYDROAZETO[2,1-B][1,3]THIAZOLE-3-CARBOXYLIC ACID
  • 6-AMINO-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID
  • 6-APA
  • (+)-6-AMINOPENICILLANIC ACID
  • 6-AMINOPENICILLANIC ACID
  • 6-AMINO PENICILLINIC ACID
  • 7-AMINO-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID
  • (25,5R,6R)-6-AMINO-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID
  • (2S,5R,6R)-6-AMINO-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO-[3.2.0]HEPTANE-2-CARBOXYLIC ACID
  • aminopenicillanicacid
  • penicin
  • penin
  • phenacyl6-aminopenicillinate
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-, [2S-(2alpha,5alpha,6beta)]-
  • 6-Aminopenicillanic acid;6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 6-APA
  • 6-amino penicillanic acid(6-APA)
  • 6-Aminopenicillanicacid,98%
  • 6-Amino
  • 6-Amino-2,2-dimethyl-5-oxoperhydroazeto[2,1-b][1,3]thiazole-3-carboxylic acid 98%
  • 6-Aminopenicillansure
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-amino-3,3-dimethyl-7-oxo-,[2S-(2.alpha.,5.alpha.,6.beta.)]
  • 6-AMINOPENICILLANIC ACID 99%
  • (2S,5R,6R)-6-Amino-2,2-dimethyl-5-oxoperhydroazeto[2,1-b][1,3]thiazole-3-carboxylic acid 98%
  • (2S,5R,6R)-6-Amino-2,2-dimethyl-5-oxoperhydroazeto[2,1-b][1,3]thiazole-3-carboxylic acid
  • AMoxicillin IMpurity A (SulbactaM IMpurity B)
  • Piperacillin IMpurity H
  • Amoxicillin EP Impurity A
  • (+)-6-Aminopenicillanic acid, >=99.0%
  • Penicillan intermediate: penicillan core
  • 6-Aminopenicillanic acid for synthesis
  • Amoxicillin EP Impurity A(Sulbactam EP Impurity B)
  • (2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 6-APA 6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 6-amino-2,2-dimethyl-5-oxoperhydroazeto[2,1-b][1
  • Sulbactam impurity B
  • 6-aminopenicilanic acid(6-APA)
  • Cloxacillin Impurity 3(Cloxacillin EP Impurity C)
  • Dicloxacillin Impurity 3(Dicloxacillin EP Impurity C)
  • Flucloxacillin Impurity 3(Flucloxacillin EP Impurity C)
  • Piperacillin Impurity 8(EP Impurity H)
  • Sulbactam Impurity 2(Sulbactam EP Impurity B)
  • Ampicillin Impurity 1(Ampicillin EP Impurity A)
  • Piperacillin Sodium EP Impurity H
  • Phenoxymethylpenicillin Impurity 3(Phenoxymethylpenicillin EP Impurity C)
  • Amoxicillin Impurity 1(EP Impurity A)
  • (2S,5R,6R)-(+)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 97%
  • Benzylpenicillin Impurity 1(Benzylpenicillin EP Impurity A)
  • 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid,6-amino-3,3-dimethyl-7-oxo
  • 5alpha,6beta)]-[2s-(2alpha
  • 6-amino-3,3-dimethyl-7-oxo-,[2S-(2.alpha.,5.alpha.,6.beta.)]-4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid
  • 6-aps
  • 6-APA, (2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
  • (2S,5β)-6α-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid
  • (2β,5β)-6α-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid
  • (6R)-6-Aminopenicillanic acid
  • 6-Aminopenicillanic acid,96%
  • 6-AMinopenicillanic acid, 96% 25GR
  • [2S-(2α,5α,6β)]-6-AMino-3,3-diMethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid
  • NSC 50071