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6-Aminopenicillanic acid

CAS No.
551-16-6
Chemical Name:
6-Aminopenicillanic acid
Synonyms
6-APA;6-amino penicillanic acid(6-APA);6-Amino;Flucloxacillin EP Impurity C;AMoxicillin Related CoMpound A;6-AMINO-2,2-DIMETHYL-5-OXOPERHYDROAZETO[2,1-B][1,3]THIAZOLE-3-CARBOXYLIC ACID;Amoxicillin Related Compound A (15 mg) ((2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid);penin;6-aps;penicin
CBNumber:
CB1410046
Molecular Formula:
C8H12N2O3S
Molecular Weight:
216.26
MDL Number:
MFCD00005176
MOL File:
551-16-6.mol
Last updated:2024-04-09 22:15:29

6-Aminopenicillanic acid Properties

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
Stability Light sensitive
InChIKey NGHVIOIJCVXTGV-SDKNWNMFSA-N
LogP -3.87 at 22.5℃
CAS DataBase Reference 551-16-6(CAS DataBase Reference)
FDA UNII QR0C4R7XVN
EPA Substance Registry System 6-Aminopenicillanic acid (551-16-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P264-P280-P305+P351+P338-P337+P313
Hazard Codes  Xn
Risk Statements  42/43
Safety Statements  22-36/37-45-37-24-36
WGK Germany  2
RTECS  XH8225000
10
TSCA  Yes
HS Code  29349990
NFPA 704
0
2 0

6-Aminopenicillanic acid price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2188 Amoxicillin Related Compound A 551-16-6 50MG $534 2024-03-01 Buy
Sigma-Aldrich 1031514 Amoxicillin Related Compound A United States Pharmacopeia (USP) Reference Standard 551-16-6 15mg $1490 2024-03-01 Buy
Sigma-Aldrich 07307 (+)-6-Aminopenicillanic acid analytical standard 551-16-6 100mg $80.4 2024-03-01 Buy
TCI Chemical A0800 6-Aminopenicillanic Acid >98.0%(HPLC) 551-16-6 5g $18 2024-03-01 Buy
TCI Chemical A0800 6-Aminopenicillanic Acid >98.0%(HPLC) 551-16-6 25g $53 2024-03-01 Buy
Product number Packaging Price Buy
PHR2188 50MG $534 Buy
1031514 15mg $1490 Buy
07307 100mg $80.4 Buy
A0800 5g $18 Buy
A0800 25g $53 Buy

6-Aminopenicillanic acid Chemical Properties,Uses,Production

Chemical Properties

WHITE TO CREAM FINE POWDER

Uses

6-Aminopenicillanic acid is the basic unit in penicillin?s, which is obtained from the fermentation brew of the Penicillium mold. It acts as a starting material for the preparation of many semisynthetic penicillins. Further, it serves as apharmaceutical intermediate. In addition to this, it is used in antibiotics research and experimental application.

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.

General Description

Chemical structure: ?-lactam

Flammability and Explosibility

Non flammable

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.]

Global( 514)Suppliers
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Hebei Mojin Biotechnology Co., Ltd
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Hebei Yanxi Chemical Co., Ltd.
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Hangzhou ICH Biofarm Co., Ltd
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Jinan Finer Chemical Co., Ltd
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View Lastest Price from 6-Aminopenicillanic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Piperacillin Impurity H(EP) pictures 2024-04-10 Piperacillin Impurity H(EP)
551-16-6
US $0.00-0.00 / mg 10mg 90%+ 500mg Guangzhou PI PI BIOTECH INC
Ampicillin Impurity A pictures 2024-04-10 Ampicillin Impurity A
551-16-6
US $0.00-0.00 / mg 10mg 90%+ 10g Guangzhou PI PI BIOTECH INC
Aminopenicillanic Acid pictures 2024-04-09 Aminopenicillanic Acid
551-16-6
US $0.00-0.00 / Kg 1Kg 99.9% 200tons airuikechemical co., ltd.
6-AMINO-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID (+)-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-Aminopenicillanicacid,98% 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 (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 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 4-AMino-5-nitroso-2,6-pyriMidinediol-13C2 5-Nitroso-6-aMinouracil-13C2 6-AMino-5-nitroso-2,4(1H,3H)-pyriMidinedione-13C2 6-AMino-5-nitroso-2,4-pyriMidinediol-13C2 6-AMino-5-nitroso-22,4(1H,3H)-pyriMidinedione-13C2 6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid 6-APA 6-amino-2,2-dimethyl-5-oxoperhydroazeto[2,1-b][1 (+)-6-Aminopenicillanic acid,(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-APA (2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid (6-Aminopenicillanic Acid) SulbactaM IMpurity B (AMoxicillin IMpurity A) Amoxicillin EP Impurity A(Sulbactam EP Impurity B) 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)