Penethamate Hydriodide

Base Information

• Chemical Name: Penethamate Hydriodide
• CAS No.: 808-71-9
• Molecular Formula: C22H31N3O4S^.HI
• Molecular Weight: 561.484
• European Community (EC) Number: 212-367-6
• UNII: GA14AS9QOK
• DSSTox Substance ID: DTXSID701001537
• Wikidata: Q27278988
• ChEMBL ID: CHEMBL2105292
• Mol file: 808-71-9.mol

Synonyms:benzylpenicillin-diethylaminoethyl ester hydroiodide;Leocillin;Mamyzin;penethamate;penethamate hydroiodide;penethamate hydroiodide, monohydrochloride;penethamathydrojodid;penicillin G 2-(diethylamino)ethyl ester hydroiodide

Chemical Property of Penethamate Hydriodide

Chemical Property:

• Vapor Pressure: 1.76E-16mmHg at 25°C
• Melting Point: 178-179℃
• Boiling Point: 644.1 °C at 760 mmHg
• Flash Point: 343.3 °C
• PSA: 104.25000
• LogP: 2.98820
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 561.11583
• Heavy Atom Count: 31
• Complexity: 646

Purity/Quality:

99%, ^*data from raw suppliers

BenzylpenicillinDiethylaminoethylEsterHydroiodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCOC(=O)C1C(SC2N1C(=O)C2NC(=O)CC3=CC=CC=C3)(C)C.I
• Isomeric SMILES: CCN(CC)CCOC(=O)[C@H]1C(S[C@H]2N1C(=O)[C@H]2NC(=O)CC3=CC=CC=C3)(C)C.I
• Uses: Benzylpenicillin Diethylaminoethyl Ester Hydroiodide is a prodrug of Benzylpenicillin. It is an antimicrobial/antibacterial agent that is used primarily in the treatment of bovine mastitis.

Technology Process of Penethamate Hydriodide

There total 5 articles about Penethamate Hydriodide 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: 90.4%

penethamate citrate → [2S-(2α,5α,6β)]-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabiscyclo[3,2,0]heptane-2-carboxylic acid 2-(diethylamino)ethyl ester monohydroiodide (808-71-9,7778-19-0)

Guidance literature:

penethamate citrate; In water; at 40 ℃;

With sodium iodide dihydrate; In water; at 0 ℃; for 2h; Temperature; Reagent/catalyst;

Reference yield:

penethacillin (3689-73-4) → [2S-(2α,5α,6β)]-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabiscyclo[3,2,0]heptane-2-carboxylic acid 2-(diethylamino)ethyl ester monohydroiodide (808-71-9,7778-19-0)

Guidance literature:

With water; sodium iodide; at 20 ℃; for 1.5h; Reagent/catalyst;

Reference yield:

[2S-(2α,5α,6β)]-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabiscyclo[3,2,0]heptane-2-carboxylic acid 2-(diethylamino)ethyl ester hydrochloride (100410-46-6) → [2S-(2α,5α,6β)]-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabiscyclo[3,2,0]heptane-2-carboxylic acid 2-(diethylamino)ethyl ester monohydroiodide (808-71-9,7778-19-0)

Guidance literature:

With sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1134/S1070427210070128

upstream raw materials:

[2S-(2α,5α,6β)]-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabiscyclo[3,2,0]heptane-2-carboxylic acid 2-(diethylamino)ethyl ester hydrochloride

2-chloro-N,N-diethylethylamine hydrochloride

Penicillin G sodium

penethacillin

Refernces

• 1、 -. "A synthesis method of blasting cillin hydriodate". . . Retrieved 2017/03/08.