69-53-4
Product Name:
Ampicillin
Formula:
C16H19N3O4S
Synonyms:
D- (−)-α-Aminobenzylpenicillin;Ampicillin;Ampicillin trihydrate
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CHEMICAL AND PHYSICAL PROPERTIES
| Physical Description | Solid |
|---|---|
| Color/Form | White, crystalline powder |
| Odor | Odorless or has a faint odor characteristic of the penicillins |
| Melting Point | 208 dec °C |
| Solubility | 10100 mg/L (at 21 °C) |
| LogP | 1.35 |
| Stability/Shelf Life | The stability of ampicillin sodium in soln is concn dependent and decreased as the concn of the drug increases. Ampicillin sodium appears to be especially susceptible to inactivation in soln containing dextrose, which appears to have a catalytic effect on hydrolysis of the drug. |
| Optical Rotation | Optical rotation = +287.9 deg at 20 °C (C=1 in H2O) |
| Ionization Efficiency | Positive |
| Dissociation Constants | 2.65 |
| Collision Cross Section | 193.17 Ų [M+H]+ [CCS Type: DT, Method: stepped-field] |
| Other Experimental Properties | DECOMP @ 199-202 °C; SPECIFIC ROTATION: +283.1 DEG @ 20 °C/D (WATER) /SESQUIHYDRATE/ |
| Chemical Classes | Other Uses -> Pharmaceuticals |
SAFETY INFORMATION
| Signal word | Danger |
|---|---|
| Pictogram(s) |
 Health Hazard GHS08 |
| GHS Hazard Statements |
H317:Sensitisation, Skin H334:Sensitisation, respiratory |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P272:Contaminated work clothing should not be allowed out of the workplace. P280:Wear protective gloves/protective clothing/eye protection/face protection. P284:Wear respiratory protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. |
COMPUTED DESCRIPTORS
| Molecular Weight | 349.4 g/mol |
|---|---|
| XLogP3 | -1.1 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 4 |
| Exact Mass | 349.10962727 g/mol |
| Monoisotopic Mass | 349.10962727 g/mol |
| Topological Polar Surface Area | 138 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 562 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Ampicillin is a penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group. It is a semi-synthetic antibiotic structurally related to penicillin, and able to inhibit bacterial cell wall biogenesis.