ChemicalBook > CAS DataBase List > 6-Aminopenicillanic acid

6-Aminopenicillanic acid

Product Name
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
Formula Weight
216.26
MOL File
551-16-6.mol
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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
pka
pKa 2.3 (Uncertain)
form 
Fine Powder
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)
EPA Substance Registry System
6-Aminopenicillanic acid (551-16-6)
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Safety

Hazard Codes 
Xn
Risk Statements 
42/43
Safety Statements 
22-36/37-45-37-24-36
WGK Germany 
2
RTECS 
XH8225000
F 
10
TSCA 
Yes
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

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

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.

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.]

6-Aminopenicillanic acid Preparation Products And Raw materials

Raw materials

Ampicillin Bis(2-dimethylaminoethyl) ether Imine Penicillin G potassium salt Ampicillin Ammonium bicarbonate

Preparation Products

Piperacillin CARBENICILLIN Penicillin G Imipenem Oxacillin sodium monohydrate
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View Lastest Price from 6-Aminopenicillanic acid manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
6-Aminopenicillanic acid 551-16-6
Price
US $500.00/g
Min. Order
100g
Purity
99%
Supply Ability
200ton
Release date
2023-08-30
WUHAN FORTUNA CHEMICAL CO., LTD
Product
6-Aminopenicillanic acid 551-16-6
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
10 TONS
Release date
2021-06-16
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Amoxicillin Impurity A 551-16-6
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
98%
Supply Ability
500mg
Release date
2024-05-28

551-16-6, 6-Aminopenicillanic acidRelated Search:

Dimethyl ether Dimethyl fumarate ETHANE EC 2.6.1.2 6-Aminocaproic acid Acetaminophen Dimethyl sulfoxide 2-(2-Aminothiazol-4-yl)glyoxylic acid N,N-Dimethyl-1,4-phenylenediamine N,N-Dimethylformamide Dicloxacillin sodium Heptane Glucosamine Ethyl 2-(Chlorosulfonyl)acetate 12-AMINODODECANOIC ACID Dimethyl carbonate Sodium 1-heptanesulfonate Methyl 6-aminonicotinate

  • 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-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
  • 4-AMino-5-nitroso-2,6-pyriMidinediol-13C2