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Substance Name: Penicillin G Procaine
RN: 54-35-3
UNII: 1LW5K9CIR1
InChIKey: WHRVRSCEWKLAHX-LQDWTQKMSA-N

Note

  • Semisynthetic antibiotic prepared by combining penicillin G with PROCAINE.

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents

Molecular Formula

  • C16-H18-N2-O4-S.C13-H20-N2-O2

Molecular Weight

  • 570.7072
 
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Names and Synonyms

Results Name

  • Penicillin G procaine

Name of Substance

  • Penicillin procaine (anhydrous)

MeSH Heading

  • Penicillin G, procaine

Synonyms

  • Benzilpenillina procainica
  • Benzilpenillina procainica [DCIT]
  • Benzylpenicillin novocaine salt
  • Benzylpenicillin procaine
  • Depocillin
  • Duphapen
  • EINECS 200-205-7
  • Hostacillin
  • Hydracillin
  • Jenacillin O
  • Micro-Pen
  • Nopcaine
  • Penicillin G procaine
  • Penicillin procaine
  • Penzal N 300
  • Procaine benzylpenicillin
  • Procaine benzylpenicillinate
  • Procaine penicillin G
  • Retardillin
  • UNII-1LW5K9CIR1
  • Vetspen
  • Vitablend

Systematic Names

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

Registry Numbers

CAS Registry Number

  • 54-35-3

FDA UNII

  • 1LW5K9CIR1

Other Registry Numbers

  • 1110-47-0
  • 213313-73-6
  • 65917-09-1
  • 8013-21-6
  • 8013-22-7
  • 8022-57-9
  • 8028-79-3
  • 8049-38-5

System Generated Number

  • 0000054353

Molecular Formulas

Molecular Formula

  • C16-H18-N2-O4-S.C13-H20-N2-O2

Molecular Formula Fragments

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

Structure Descriptors

InChI

1S/C16H18N2O4S.C13H20N2O2/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/t11-,12+,14-;/m1./s1

InChIKey

WHRVRSCEWKLAHX-LQDWTQKMSA-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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intramuscular 1194mg/kg (1194mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956.
guinea pig LD50 intraperitoneal 518mg/kg (518mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956.
mouse LD50 intramuscular > 2gm/kg (2000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956.
mouse LD50 intraperitoneal 371mg/kg (371mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956.
mouse LD50 oral > 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956.
mouse LDLo subcutaneous 4gm/kg (4000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 55, Pg. 23, 1959.
rat LD50 intramuscular > 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956.
rat LD50 intraperitoneal 420mg/kg (420mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956.
rat LD50 oral > 2gm/kg (2000mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Antibiotics Annual. Vol. 3, Pg. 534, 1955/1956.