Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Penicillin G procaine [USP]
RN: 6130-64-9
UNII: 17R794ESYN
InChIKey: KZDCMKVLEYCGQX-UDPGNSCCSA-N

Note

  • Semisynthetic antibiotic prepared by combining penicillin G with PROCAINE.

Molecular Formula

  • C16-H18-N2-O4-S.C13-H20-N2-O2.H2-O

Molecular Weight

  • 588.722
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
  • Human Data
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Penicillin G procaine [USP]
  • Penicillin G, procaine

MeSH Heading

  • Penicillin G procaine

Synonyms

  • (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid compound with 2-(diethylamino)ethyl p-aminobenzoate (1:1) monohydrate
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, (2S-(2alpha,5alpha,6beta))-, compd. with 2-(diethylamino)ethyl 4-aminobenzoate (1:1) monohydrate
  • Abbocillin
  • Abbocillin-DC
  • Afsillin
  • Ampin-penicillin
  • Aquacilina
  • Aquacillin
  • Aquasuspen
  • Avloprocil
  • Bactracillin G
  • Benoic acid, 4-amino-, 2-(diethylamino)ethyl ester, mono((2S-(2alpha,5alpha,6beta))-3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate), monohydrate
  • 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
  • Benzylpenicillin procaine monohydrate
  • Cilicaine
  • Crysticillin
  • Depo-Penicillin
  • Despacilina
  • Distaquaine
  • Diurnal-Penicillin
  • Duracillin
  • Duracillin A.S.
  • Flo-Cillin
  • Flo-Cillin aqueous
  • Kabipenin
  • Ledercillin
  • Millicillin
  • Mylipen
  • Neoproc
  • Norocillin
  • Novocaine penicillin
  • Parencillin
  • Pen-Fifty
  • Penaquacaine G
  • Penicillin 100
  • Penicillin G compd. with 2-(diethylamino)ethyl p-aminobenzoate hydrate
  • Penicillin G procaine
  • Penicillin G procaine hydrate
  • Pfizerpen
  • Pfizerpen-AS
  • Premocillin
  • Pro-Pen
  • Procaine benzylpenicillinate hydrate
  • Procaine penicillin
  • Procaine penicillin G hydrate
  • Procaine penicillin G monohydrate
  • Procaine Penicillin [BAN]
  • Procanodia
  • Prostabillin
  • Sharcillin
  • UNII-17R794ESYN
  • Wycillin

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxilic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-)- (2S,5R,6R)-, compd. with 2-(diethylamino)ethyl p-aminobenzoate (1:1), monohydrate
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxilic acid, 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-, compd. with 2-(diethylamino)ethyl p-aminobenzoate (1:1), monohydrate
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, (2S-(2alpha,5alpha,6beta))-, compd. with 2-(diethylamino)ethyl 4-aminobenzoate (1:1) monohydrate

Mixture Names

  • Azimycin (Veterinary)
  • Bicillin C-R
  • Crystifor 400
  • Diathal (Veterinary)
  • Flo-Cillin (Veterinary)

Registry Numbers

CAS Registry Number

  • 6130-64-9

FDA UNII

  • 17R794ESYN

Other Registry Numbers

  • 19696-42-5
  • 56532-61-7
  • 56829-50-6
  • 62476-67-9
  • 8046-81-9
  • 8048-85-9
  • 8049-40-9

System Generated Number

  • 0006130649

Molecular Formulas

Molecular Formula

  • C16-H18-N2-O4-S.C13-H20-N2-O2.H2-O

Molecular Formula Fragments

  • C13-H20-N2-O2
  • C16-H18-N2-O4-S
  • COMPONENT
  • H2-O

Structure Descriptors

InChI

1S/C16H18N2O4S.C13H20N2O2.H2O/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;1-3-15(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,3-4,9-10,14H2,1-2H3;1H2/t11-,12+,14-;;/m1../s1

InChIKey

KZDCMKVLEYCGQX-UDPGNSCCSA-N

Smiles

CCN(CC)CCOC(=O)c1ccc(cc1)N.CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)Cc3ccccc3)C(=O)O)C.O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo subcutaneous > 545mg/kg (545mg/kg)   Antibiotics and Chemotherapy Vol. 3, Pg. 421, 1953.
man TDLo intramuscular 4mg/kg (4mg/kg) KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS

SKIN AND APPENDAGES (SKIN): "DERMATITIS, ALLERGIC: AFTER SYSTEMIC EXPOSURE"
JAMA, Journal of the American Medical Association. Vol. 147, Pg. 1139, 1951.
mouse LD50 intramuscular > 1gm/kg (1000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 31, 1959.
mouse LD50 intraperitoneal 146mg/kg (146mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 306, 1970.
mouse LD50 intravenous 119mg/kg (119mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 31, 1959.
mouse LD50 oral > 2gm/kg (2000mg/kg)   Antibiotics Annual. Vol. 2, Pg. 133, 1954/1955.
mouse LD50 subcutaneous 2300mg/kg (2300mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 1, Pg. 28, 1951.
rabbit LD50 intravenous 70mg/kg (70mg/kg)   Antibiotics and Chemotherapy Vol. 5, Pg. 152, 1955.
rat LD50 intravenous 97mg/kg (97mg/kg)   Antibiotics and Chemotherapy Vol. 5, Pg. 152, 1955.
rat LD50 subcutaneous > 6gm/kg (6000mg/kg)   Antibiotics and Chemotherapy Vol. 5, Pg. 152, 1955.