Procaine penicillin G

Base Information

• Chemical Name: Procaine penicillin G
• CAS No.: 54-35-3
• Deprecated CAS: 1110-47-0,213313-73-6,65917-09-1,8013-21-6,8013-22-7,8022-57-9,8028-79-3,8049-38-5
• Molecular Formula: C16H18N2O4S^.C13H20N2O2
• Molecular Weight: 570.71
• Hs Code.: 2941109900
• UNII: 1LW5K9CIR1
• DSSTox Substance ID: DTXSID30883227
• Wikipedia: Procaine_benzylpenicillin
• Wikidata: Q3435660
• Metabolomics Workbench ID: 152333
• ChEMBL ID: CHEMBL1628385
• Mol file: 54-35-3.mol

Synonyms:Procaine penicillin G;54-35-3;Duphapen;Hostacillin;Hydracillin;Retardillin;Depocillin;Nopcaine;Vetspen;Vitablend;Jenacillin O;Micro-Pen;Penicillin procaine;Penzal N 300;Procaine Benzylpenicillin;procain-penicillin;Procaine benzylpenicillinate;Benzylpenicillin novocaine salt;Penicillin procaine (anhydrous);Benzilpenillina procainica [DCIT];Benzilpenillina procainica;EINECS 200-205-7;UNII-1LW5K9CIR1;1LW5K9CIR1;C16H18N2O4S.C13H20N2O2;2-(diethylamino)ethyl 4-aminobenzoate;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;Penicillin Procaine Anhydrous;Procainebenzylpenicillin;CHEMBL1628385;DTXSID30883227;Penicillin G Procaine (anhydrous);ANHYDROUS PROCAINE PENICILLIN;MFCD00079285;s4979;Penicillin procaine anhydrous [USAN];AKOS015896161;PENICILLIN G PROCAINE ANHYDROUS;Penicillin G procaine salt monohydrate;DB09320;AS-15252;E707;LS-149840;A830119;EN300-19736966;C16-H18-N2-O4-S.C13-H20-N2-O2;Q3435660;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;2-(diethylamino)ethyl 4-azanylbenzoate;(2S,5R,6R)-3,3-dimethyl-7-oxidanylidene-6-(2-phenylethanoylamino)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;4-aminobenzoic acid 2-(diethylamino)ethyl ester;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(1-oxo-2-phenylethyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- [2S-(2.alpha.,5.alpha.,6.beta.)]-, compound with 2-(diethylamino)ethyl 4-aminobenzoate (1:1)

Chemical Property of Procaine penicillin G

Chemical Property:

• Appearance/Colour: A White CRYSTALLINE powder
• Vapor Pressure: 1.69E-18mmHg at 25°C
• Melting Point: 129-130 °C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 663.3 °C at 760 mmHg
• Flash Point: 355 °C
• PSA: 167.57000
• Density: 1.1335 (rough estimate)
• LogP: 3.53820
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 11
• Exact Mass: 570.25120612
• Heavy Atom Count: 40
• Complexity: 752

Purity/Quality:

99% ^*data from raw suppliers

Penicillin G procaine United States Pharmacopeia (USP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCOC(=O)C1=CC=C(C=C1)N.CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C
• Isomeric SMILES: CCN(CC)CCOC(=O)C1=CC=C(C=C1)N.CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C
• Uses: Antibacterial.
• Therapeutic Function: Antibacterial

Technology Process of Procaine penicillin G

There total 2 articles about Procaine penicillin G which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Penicillin G potassium (113-98-4) + Procaine (59-46-1,91484-72-9) → penicillin G procaine (54-35-3)

Guidance literature:

With nipasol; Plasdone C-30; rongalite; sodium citrate; methyl 4-hydroxylbenzoate; lecithin; carboxymethylcellulose; In water; for 1h;

Reference yield:

→ Benzylpenicillin-Procainsalz (54-35-3,7170-97-0,39539-49-6)

Guidance literature:

Benzoesaeure 1. Triethylamin/N-Dichloracetoxysuccinimid 2. 6-Aminopenicillansaeure;

Reference yield:

penicillin G procaine (54-35-3) → 3,3-dimethyl-D-cysteine (52-67-5) + phenylacetylaminoacetaldehyde (5663-61-6) + benzylpenaldic acid

Guidance literature:

Product distribution; Rate constant; Irradiation; multistep reaction, radiolytic degradation;

DOI:10.1002/jps.2600720106

upstream raw materials:

Penicillin G potassium

Procaine

Downstream raw materials:

3,3-dimethyl-D-cysteine

phenylacetylaminoacetaldehyde

Refernces