6-Aminopenicillanic acid Chemical 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

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)

Safety Information

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

MSDS

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6-Aminopenicillanic acid Usage And Synthesis

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.]

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