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551-16-6

551-16-6 Structure

551-16-6 Structure
IdentificationMore
[Name]

6-Aminopenicillanic acid
[CAS]

551-16-6
[Synonyms]

(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
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-AMINOPENICILLANIC ACID
6-AMINOPENICILLANIC ACID
6-AMINO PENICILLINIC ACID
6-APA
7-AMINO-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID
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
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)
[EINECS(EC#)]

208-993-4
[Molecular Formula]

C8H12N2O3S
[MDL Number]

MFCD00005176
[Molecular Weight]

216.26
[MOL File]

551-16-6.mol
Chemical PropertiesBack Directory
[Appearance]

WHITE TO CREAM FINE POWDER
[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)
[EPA Substance Registry System]

551-16-6(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R42/43:May cause sensitization by inhalation and skin contact .
[Safety Statements ]

S22:Do not breathe dust .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37:Wear suitable gloves .
S24:Avoid contact with skin .
S36:Wear suitable protective clothing .
[WGK Germany ]

2
[RTECS ]

XH8225000
[F ]

10
[TSCA ]

Yes
[HS Code ]

29349990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ammonium bicarbonate-->Ampicillin-->Penicillin G potassium salt-->Bis(2-dimethylaminoethyl) ether-->Ampicillin
[Preparation Products]

Imipenem-->Penicillin G-->Piperacillin-->Oxacillin sodium monohydrate-->CARBENICILLIN-->Flucloxacillin sodium-->[2S-(2alpha,5alpha,6alpha)]-6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid-->(2S-cis)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid-->(3S)-6,6-DIBROMO-2,2-DIMETHYLPENAM-3-CARBOXYLIC ACID 1,1-DIOXIDE-->methicillin-->4-Thiazolecarboxylic acid-->6β-Phthalimidopenicillanic Acid
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

6-Aminopenicillanic acid(551-16-6).msds
Hazard InformationBack Directory
[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.
[General Description]

Chemical structure: ?-lactam
[Flammability and Explosibility]

Nonflammable(100%)
[Safety Profile]

Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits very toxic fumes of NOx and SOx.
[storage]

Store at -20°C
[Purification Methods]

This acid crystallises from water. [Kleppe & Stroninger J Biol Chem 254 4856 1979,Beilstein 27 III/IV 2858.]
Spectrum DetailBack Directory
[Spectrum Detail]

6-Aminopenicillanic acid(551-16-6)MS
6-Aminopenicillanic acid(551-16-6)IR1
6-Aminopenicillanic acid(551-16-6)IR2
6-Aminopenicillanic acid(551-16-6)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

6-Aminopenicillanic acid, 96%(551-16-6)
[Alfa Aesar]

6-Aminopenicillanic acid, 98%(551-16-6)
[Sigma Aldrich]

551-16-6(sigmaaldrich)
[TCI AMERICA]

6-Aminopenicillanic Acid,>98.0%(T)(551-16-6)
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