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P3200 Penicillin G, Sodium Salt USP CAS: 69-57-8

Specifications
References
CAS Number
69-57-8
Grade
USP
MDL Number
MFCD00069666
Molecular Formula
C16H17N2O4NaS
Molecular Weight
356.37
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
4°C
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Sodium; |3,3-Dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Monosodium Salt; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Monosodium Salt; American Penicillin; Benzylpenicillin Sodium; Benzylpenicillin Sodium Salt; Benzylpenicillinic Acid Sodium Salt; Crystapen; Ethacillin; Monocillin; Monosodium Benzylpenicillin; Mycofarm; Nalpen G; Nobak; Novocillin; Pen-A-Brasive; Penicillin G Sodium; Penilaryn; Sodium 6-(Phenylacetamido)penicillanate; Sodium Benzylpenicillin; Sodium Benzylpenicillin G; Sodium Benzylpenicillinate

Penicillin G is a broad based antibiotic used in mammalian cell culture. Penicillin G blocks the formation of bacterial cell walls, rendering bacteria unable to multiply and spread. The spectrum of activity of Penicillin G includes many aerobic and anaerobic gram-positive organisms. Aerobes susceptible to Penicillin G include most beta-hemolytic streptococci, beta-lactamase-negative staphylococci, Actinomyces species, some Bacillus anthracis, Corynebacterium species, and Erysipelothrix rhusiopathiae. Most species of anaerobes, including Clostridium species, but excluding beta-lactamase-producing Bacteroides species, are also susceptible to Penicillin G. Penicillin G is easily inactivated by beta-lactamases and has little efficacy against organisms that can produce these enzymes. In addition, Penicillin G is ineffective against those bacteria that are resistant by other mechanisms, such as having a relatively impermeable cell wall. Therefore, Penicillin G has little activity against many staphylococci and most gram-negative bacteria.

Synonyms
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Sodium; 3,3-Dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Monosodium Salt; (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Monosodium Salt; American Penicillin; Benzylpenicillin Sodium; Benzylpenicillin Sodium Salt; Benzylpenicillinic Acid Sodium Salt; Crystapen; Ethacillin; Monocillin; Monosodium Benzylpenicillin; Mycofarm; Nalpen G; Nobak; Novocillin; Pen-A-Brasive; Penicillin G Sodium; Penilaryn; Sodium 6-(Phenylacetamido)penicillanate; Sodium Benzylpenicillin; Sodium Benzylpenicillin G; Sodium Benzylpenicillinate
CAS Number
69-57-8
Molecular Formula
C16H17N2O4NaS
Molecular Weight
356.37
Purity
96-102.0%
Appearance
White to off white crystalline powder
Solubility
Soluble in water, slightly soluble in ethanol, insoluble in methylene chloride
Identification
Conforms to USP
Melting Point
>209°C (dec.) (lit)
Specific Rotation
+285 to +310°
pH
5.5-7.5
Loss on Drying
≤1%
Related Substances
≤1%
2-Ethylhexanoic Acid
≤0.5%
Endotoxin
≤0.5U/mg
Storage and Stability
Powder may be stored at 4°C. Stable for 12 months after receipt at 4°C.
References
Tanaka, M. et al.: Antimicrob. Agents Chemother., 49, 88 (2005); Song, J. et al.: Epidemio. Infect., 140, 1267 (2012); Gamella, M. et al.: Analyst, 138, 2013 (2013)
USBio References
1. Pein M.,et al. CXCR3-expressing metastasis-initiating cells induce and exploit a fibroblast niche in the lungs to fuel metastatic colonization bioRxiv preprint first posted online Feb. 11, 2019; doi: http://dx.doi.org/10.1101/546952.
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