| Identification | More | [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 Properties | Back 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 Rotation]
[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 | [InChI]
1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1 | [InChIKey]
NGHVIOIJCVXTGV-SDKNWNMFSA-N | [SMILES]
CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O | [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 Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H319 | [Precautionary statements ]
P264-P280-P305+P351+P338-P337+P313 | [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 | [REACH Registrations]
Active | [HS Code ]
29349990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 |
| Hazard Information | Back 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.] |
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