| Size | Price | |
|---|---|---|
| 500mg | ||
| 1g | ||
| Other Sizes |
| ADME/Pharmacokinetics |
Absorption, Distribution and Excretion
Absorbed well after oral administration. |
|---|---|
| Toxicity/Toxicokinetics |
Effects During Pregnancy and Lactation
◉ Overview of Use During Lactation Ampicillin (pimidocilin; pitavali ester of mecillin) is not marketed in the United States but is sold internationally. Limited information suggests that concentrations of ampicillin in breast milk are low and are not expected to have adverse effects on breastfed infants. Breastfed infants should be monitored for diarrhea and thrush. ◉ Effects on Breastfed Infants No published information found as of the revision date. ◉ Effects on Lactation and Breast Milk No published information found as of the revision date. |
| References |
|
| Additional Infomation |
Pimecrocillin is a penicillin ester, a [(2,2-dimethylpropionyl)oxy]methyl ester, and a prodrug of mecillin. It has dual functions as an anti-infective, antibacterial, and prodrug agent. It is a penicillin ester, penicillin, and neopentyloxymethyl ester. Its function is related to mecillin. Pimecrocillin has been reported to exist in rapeseed, and relevant data are available. Ampicillin ester is an esterified form of a semi-synthetic broad-spectrum β-lactam penicillin with antibacterial activity. Ampicillin specifically binds to and inactivates penicillin-binding protein 2 (PBP2) located on the inner membrane of the bacterial cell wall. Inactivation of PBP interferes with the cross-linking of peptidoglycan chains, which is crucial for the strength and rigidity of the bacterial cell wall. This disrupts bacterial cell wall synthesis, leading to cell wall weakening and ultimately cell lysis. Tert-pentyloxymethyl ester of ampicillin is well absorbed orally but is broken down into ampicillin in the intestinal mucosa. It is effective against Gram-negative bacteria and has the same uses as ampicillin. Drug Indications Used to treat infections caused by mecillin-sensitive bacteria, such as urinary tract infections, salmonellosis, and typhoid fever. Mechanism of Action Pimecrolimus interferes with bacterial cell wall biosynthesis, but its activity differs slightly from other penicillins and cephalosporins. Pharmacodynamics Pimecrolimus is the valerate methyl ester of ampicillin. It is well absorbed orally but breaks down into ampicillin in the intestinal mucosa. It is effective against Gram-negative bacteria and has the same uses as ampicillin.
|
| Molecular Formula |
C21H33N3O5S
|
|---|---|
| Molecular Weight |
439.56882
|
| Exact Mass |
439.214
|
| CAS # |
32886-97-8
|
| Related CAS # |
Pivmecillinam hydrochloride;32887-03-9
|
| PubChem CID |
115163
|
| Appearance |
Typically exists as solid at room temperature
|
| Density |
1.3±0.1 g/cm3
|
| Boiling Point |
581.0±60.0 °C at 760 mmHg
|
| Melting Point |
118-119ºC
|
| Flash Point |
305.2±32.9 °C
|
| Vapour Pressure |
0.0±1.6 mmHg at 25°C
|
| Index of Refraction |
1.604
|
| LogP |
2.97
|
| Hydrogen Bond Donor Count |
0
|
| Hydrogen Bond Acceptor Count |
7
|
| Rotatable Bond Count |
8
|
| Heavy Atom Count |
30
|
| Complexity |
710
|
| Defined Atom Stereocenter Count |
3
|
| SMILES |
O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2/N=C/N3CCCCCC3)N1C2=O)OCOC(C(C)(C)C)=O
|
| InChi Key |
NPGNOVNWUSPMDP-HLLBOEOZSA-N
|
| InChi Code |
InChI=1S/C21H33N3O5S/c1-20(2,3)19(27)29-13-28-18(26)15-21(4,5)30-17-14(16(25)24(15)17)22-12-23-10-8-6-7-9-11-23/h12,14-15,17H,6-11,13H2,1-5H3/t14-,15+,17-/m1/s1
|
| Chemical Name |
2,2-dimethylpropanoyloxymethyl (2S,5R,6R)-6-(azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
|
| HS Tariff Code |
2934.99.9001
|
| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
|
|---|---|
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.2750 mL | 11.3748 mL | 22.7495 mL | |
| 5 mM | 0.4550 mL | 2.2750 mL | 4.5499 mL | |
| 10 mM | 0.2275 mL | 1.1375 mL | 2.2750 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.