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Penicillin G procaine (PGP)

Alias: Abbocillin;Abbocillin DC;Afsillin;Ampin-penicillin;Aquacillin;Aquasuspen;Avloprocil;Bactracillin G;Benzylpenicillin procaine monohydrate;Cilicaine;Crysticillin;Depo-Penicillin;Distaquaine;Diurnal-Penicillin;Duracillin;Duracillin A.S.;Flo-Cillin;Penicillin G procaine;Penicillin 100;Procaine penicillin G hydrate;Procaine penicillin
Penicillin G Procaine hydrate (PGP hydrate) is a β-lactam antibiotic that is a crystalline complex chemically combined with Penicillin G and Procaine.
Penicillin G procaine (PGP)
Penicillin G procaine (PGP) Chemical Structure CAS No.: 6130-64-9
Product category: Bacterial
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
50mg
100mg
Other Sizes

Other Forms of Penicillin G procaine (PGP):

  • Penicillin G Potassium
  • Penicillin G sodium
  • Penicillin G benzathine (Benzathine benzylpenicillin)
  • Penicillin G benzathine tetrahydrate
  • Procaine benzylpenicillin (Penicillin G procaine)
  • Benzylpenicillin
Official Supplier of:
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Product Description
Penicillin G Procaine hydrate (PGP hydrate) is a β-lactam antibiotic that is a crystalline complex chemically combined with Penicillin G and Procaine.
Penicillin G procaine (PGP) (CAS#: 6130-64-9) is a semisynthetic antibiotic prepared by combining penicillin G with procaine. With a molecular formula of C16H18N2O4S·C13H20N2O2·H2O and a molecular weight of 588.7 g/mol, Penicillin G procaine is a natural penicillin and a β-lactam antibiotic. The compound's CAS name is (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid compound with 2-(diethylamino)ethyl 4-aminobenzoate (1:1) monohydrate. Penicillin G procaine is used only for the treatment of moderately severe infections caused by organisms that are susceptible to the low, prolonged serum concentrations of penicillin G provided by intramuscular (IM) administration. The compound has a potency of not less than 900 Penicillin G Units/mg and not more than 1050 Penicillin G Units/mg. Penicillin G procaine is a β-lactam antibiotic that displays antibacterial efficacy against gram-positive bacteria. The drug was first approved in 1948 and has been used for various indications. Penicillin G procaine is for research use only and is not for human therapeutic use.
Biological Activity I Assay Protocols (From Reference)
Targets
Penicillin-binding proteins (PBPs). Penicillin G procaine is a β-lactam antibiotic that binds to penicillin-binding proteins (PBPs). PBPs are enzymes that catalyze the synthesis of peptidoglycan, a critical component of the bacterial cell wall. By binding to PBPs, Penicillin G procaine inhibits transpeptidase activity, disrupting cell wall biosynthesis and leading to bacterial cell lysis and death. The compound is a natural penicillin. It displays antibacterial efficacy against gram-positive bacteria.
ln Vitro
Penicillin G procaine demonstrates antibacterial activity in vitro against a range of gram-positive bacteria. Its activity is assessed by standard antimicrobial susceptibility testing methods (broth microdilution or agar diffusion). The compound's minimum inhibitory concentrations (MICs) against susceptible strains are well-characterized. Penicillin G procaine is a β-lactam antibiotic.
ln Vivo
Penicillin G procaine is used for the treatment of moderately severe infections caused by organisms susceptible to the low, prolonged serum concentrations of penicillin G provided by IM administration. The compound is administered intramuscularly. Its in vivo efficacy has been established through clinical use since 1948. Penicillin G procaine displays poor oral absorption kinetics and must be administered by injection. The compound is indicated for infection.
Enzyme Assay
Antibacterial susceptibility testing is performed using broth microdilution or agar dilution methods according to CLSI guidelines. Bacterial strains (e.g., S. aureus, S. pneumoniae) are cultured in appropriate media. Penicillin G procaine is serially diluted and tested against the bacteria. MIC values are determined as the lowest concentration causing complete inhibition of visible growth. Quality control strains are included to ensure assay validity.
Cell Assay
Antibacterial activity is evaluated in bacterial cell cultures using standard microbiological methods. Broth microdilution assays are performed in 96-well plates with appropriate media. Bacteria are cultured to logarithmic phase and diluted to a standard inoculum. Penicillin G procaine is serially diluted and added to wells. Plates are incubated at 35°C for 16-20 hours. MIC values are determined visually or using a microplate reader. Each experiment includes quality control strains and antibiotic standards.
Animal Protocol
In vivo efficacy is evaluated in animal models of bacterial infection. Penicillin G procaine is administered intramuscularly at doses determined by preclinical studies. Bacterial burden is quantified in infected tissues by CFU plating. Clinical symptoms are monitored. Sample sizes typically range from 6-10 animals per group. Clinical studies have been conducted for various infections.
ADME/Pharmacokinetics
Molecular Weight: 588.7. CAS No.: 6130-64-9. Potency: 900-1050 Penicillin G Units/mg. Appearance: Solid. Solubility: Water. Storage: Typically at 2-8°C. Penicillin G procaine is a β-lactam antibiotic used for moderately severe infections.
Toxicity/Toxicokinetics
Penicillin G procaine is generally well-tolerated at therapeutic doses. Common adverse effects may include allergic reactions (rash, anaphylaxis), gastrointestinal disturbances, and injection site reactions. As a penicillin, it is contraindicated in patients with penicillin hypersensitivity. Standard toxicology studies have demonstrated an acceptable safety profile for its approved uses. Penicillin G procaine was first approved in 1948.
References
Farrar GE Jr. Penicillin G, penicillin V, and other pharmaceutical improvements in the treatment of infections. Clin Ther. 1990 Jan-Feb;12(1):78-9. PubMed PMID: 2109661.
Additional Infomation
Penicillin G is the procaine form of penicillin G, a broad-spectrum β-lactam antibiotic with natural penicillin activity. Penicillin G binds to and inactivates penicillin-binding proteins (PBPs) located within the bacterial cell wall. Inactivation of PBPs 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. Semi-synthetic antibiotics are prepared by conjugating penicillin G with procaine. See also: Penicillin G (note moved to).
Penicillin G procaine is also known as Crysticillin, Duracillin, and Bactracillin G. Its CAS name is (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid compound with 2-(diethylamino)ethyl 4-aminobenzoate (1:1) monohydrate. Penicillin G procaine is a natural penicillin and β-lactam antibiotic. It is used for moderately severe infections caused by susceptible organisms. It is administered intramuscularly. It was first approved in 1948. Regulatory approvals exist in many countries.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C29H40N4O7S
Molecular Weight
588.72
Exact Mass
589.27
Elemental Analysis
C, 59.17; H, 6.85; N, 9.52; O, 19.02; S, 5.45
CAS #
6130-64-9
Related CAS #
Penicillin G potassium;113-98-4;Penicillin G sodium salt;69-57-8;Penicillin G benzathine;1538-09-6;Penicillin G benzathine tetrahydrate;41372-02-5;Procaine benzylpenicillin;54-35-3;Penicillin G;61-33-6
PubChem CID
22502
Appearance
Solid powder
Density
1.255-1.256 g/cm3 (20ºC)
Boiling Point
663.3ºC at 760 mmHg
Melting Point
106-110ºC
Flash Point
355ºC
LogP
3.372
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
11
Heavy Atom Count
41
Complexity
752
Defined Atom Stereocenter Count
3
SMILES
O.CCN(CCOC(C1C=CC(N)=CC=1)=O)CC.O=C(N[C@@H]1C(=O)N2[C@H](C(S[C@H]12)(C)C)C(=O)O)CC1C=CC=CC=1
InChi Key
KZDCMKVLEYCGQX-UDPGNSCCSA-N
InChi Code
1S/C16H18N2O4S.C13H20N2O2.H2O/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-91-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)5-8H,3-4,9-10,14H2,1-2H31H2/t11-,12+,14-/m1../s1
Chemical Name
Benzoic acid, 4-amino-, 2-(diethylamino)ethyl ester, mono((2S,5R,6R)-3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate), monohydrate
Synonyms
Abbocillin;Abbocillin DC;Afsillin;Ampin-penicillin;Aquacillin;Aquasuspen;Avloprocil;Bactracillin G;Benzylpenicillin procaine monohydrate;Cilicaine;Crysticillin;Depo-Penicillin;Distaquaine;Diurnal-Penicillin;Duracillin;Duracillin A.S.;Flo-Cillin;Penicillin G procaine;Penicillin 100;Procaine penicillin G hydrate;Procaine penicillin
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 Data
Solubility (In Vitro)
) : 250 mg/mL (424.65 mM
H2O:~ 3.14 mg/mL (~5.33 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (3.53 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (3.53 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (3.53 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 6.67 mg/mL (11.33 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.6986 mL 8.4930 mL 16.9860 mL
5 mM 0.3397 mL 1.6986 mL 3.3972 mL
10 mM 0.1699 mL 0.8493 mL 1.6986 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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.

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