Ampicillin
Structural formula
| Business number | 01FP |
|---|---|
| Molecular formula | C16H19N3O4S |
| Molecular weight | 349.4 |
| label |
ampicillin, aminopenicillin, Phenylbencillin, Benzanaxide, Semicillin, savicillin, ampicillin anhydrous, Ampicillin, (2S,5R,6R)-3,3-dimethyl-6-[(R)-2-amino-2-phenylethylamino]-7-oxo-4-thia-1-azabicyclo[ 3.2.0]Heptane-, formic acid, ampicillin, Ampicillin, Genetic engineering research reagents |
Numbering system
CAS number:69-53-4
MDL number:MFCD00005175
EINECS number:200-709-7
RTECS number:XH8350000
BRN number:1090925
PubChem number:24891442
Physical property data
1. Properties: White crystalline powder. Slightly bitter taste.
2. Density (g/mL, 25/4℃): Undetermined
3. Relative vapor density (g/mL, air=1): Undetermined
4. Melting point (ºC): 200～202
5. Boiling point (ºC, normal pressure): Undetermined
6. Boiling point (ºC, 5.2kPa): Undetermined
7. Refractive index: Undetermined
8. Flash point (ºC): Undetermined
9. Specific rotation (º, C＝ 1, in water): +250±5
10. Autoignition point or ignition temperature (ºC): Undetermined
11. Vapor pressure (kPa, 25ºC): Undetermined
12. Saturated vapor pressure (kPa, 60ºC): Undetermined
13. Heat of combustion (KJ/mol): Undetermined
14. Critical temperature ( ºC): Undetermined
15. Critical pressure (KPa): Undetermined
16. Log value of oil-water (octanol/water) partition coefficient: Undetermined
17. Explosion upper limit (%, V/V): Undetermined
18. Explosion lower limit (%, V/V): Undetermined
19. Solubility: Soluble in dilute acid and alkali, slightly soluble in water, almost insoluble in chloroform, 96% ethanol, ether and fixed oil.
Toxicological data
None
Ecological data
None
Molecular structure data
1. Moore’s foldRatio: 89.94
2. Molar volume (cm3/mol): 239.3
3. Isotonic specific volume (90.2K): 702.7
4. Surface tension (dyne/cm): 74.3
5. Polarizability (10-24cm3): 35.65
Compute chemical data
1. Reference value for hydrophobic parameter calculation (XlogP): None
2. Number of hydrogen bond donors: 3
3. Number of hydrogen bond acceptors: 6
4. Number of rotatable chemical bonds: 4
5. Number of tautomers: 4
6. Topological molecule polar surface area 138
7. Number of heavy atoms: 24
8. Surface charge: 0
9. Complexity: 562
10. Number of isotope atoms: 0
11. Determine the number of atomic stereocenters: 4
12. Uncertain number of atomic stereocenters: 0
13. Determine the number of chemical bond stereocenters: 0
14. Number of uncertain chemical bond stereocenters: 0
15. Number of covalent bond units: 1
Properties and stability
None
Storage method
This product should be sealed and stored dry at 4°C. Valid for 2 and a half years.
Synthesis method
First, the side chain carboxylic acid of D(-)-phenylglycine is treated with the chlorinating agent PCI5. It is made into acid chloride and then condensed with 6-APA. Add acetone and water to the reaction tank, add 6-APA when the temperature reaches -5–10°C, and add phenylglycyl chloride hydrochloride. After 0.5 hours of reaction, adjust the pH to 3.5 with 10% sodium hydroxide. The reactants were extracted with toluene. Take the aqueous layer and adjust the pH value to about 3.0 with 10% ammonia water. Decolorize with activated carbon and filter. The filtrate was then adjusted with ammonia water to make the pH 4.8. Leave to stand, then filter, wash with acetone, and vacuum dry below 40°C to obtain the product.
Purpose
For molecular biology and tissue culture. Broad-spectrum penicillin can be semi-synthesized. This product is not resistant to enzymes, stable to acid, and has low toxicity. It has inhibitory effects on both Gram-negative bacteria and Gram-positive bacteria, and has a strong effect on Escherichia coli, influenzae, Salmonella, Shigella and some Proteus.
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