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Penicillin G

Penicillin G structure

CAS No:
61-33-6
Formula:
C16H18N2O4S
Chemical Name:
Penicillin G
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(2-phenylacetyl)amino]- (2S,5R,6R)-;Penicillin G;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- [2S-(2α,5α,6β)]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenylacetyl)amino]- (2S,5R,6R)-;(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;Benzyl-6-aminopenicillinic acid;Benzylpenicillin;Liquacillin;Phenylacetamidopenicillanic acid;Benzylpenicillin G;Cilopen;Penicillinic acid,(phenylmethyl)-;Penicillin,(phenylmethyl)-;Specilline G;Benzylpenicillinic acid;Gelacillin;Pradupen;Dropcillin;Pharmacillin;Cilloral;Penicillin;(5R,6R)-Benzylpenicillin;Ursopen;Phenylacetyl-6-aminopenicillanic acid;Free penicillin G;Free penicillin II;Free benzylpenicillin;NSC 193396;Crysticillin 300 AS;(2S,5R,6R)-3,3-Dimethyl-6-(2-(phenylacetylamino)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;Allpen;(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylic acid;8050-59-7;22418-08-2;878042-30-9;888714-93-0
Categories:
Active Pharmaceutical Ingredients > Antibiotics

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Description

Solid

Penicillin G Basic Attributes

Molecular Weight：

334.39

Exact Mass：

334.39

EC Number：

204-038-0

NSC Number：

11964|193396

DSSTox ID：

DTXSID20274362

HScode：

32041900

Characteristics

PSA：

112

XLogP3：

1.5

Appearance：

powder

Density：

1.4±0.1 g/cm3

Melting Point：

82-83 °C

Boiling Point：

663.3±55.0 °C at 760 mmHg

Flash Point：

355.0±31.5 °C

Refractive Index：

1.655

Water Solubility：

H2O: Slightly soluble (210 mg/L)

Storage Conditions：

2-8°C

Toxicity：

Oral-rat LD50: 8000 mg/kg; Oral-Mouse LD50: > 5000 mg/kg

Flammability characteristics：

Combustion produces toxic nitrogen and sulfur oxide fumes; injecting drug side effects: structural changes in the inner ear; difficulty breathing, convulsions

Specific rotation：

D +282° (ethanol)

Safety Information

wgk germany：

hazard class code：

42/43

safety instructions：

36/37

RTECS Number：

XH9700000

Marks：

Storage features：

Ventilated, low temperature and dry

Stability/Shelf Life：

In the dry state, natural penicillins and their salts are generally stable for several yr @ room temp; however, the drugs deteriorate more rapidly @ higher temp. /Natural penicillins/

Precautionary statement(s)：

P261, P272, P280, P302+P352, P321, P333+P313, P363, P501

Hazard Statements：

H317

Toxicity

Toxicity class：

practically nontoxic

Penicillin G Use and Manufacturing

Antibacterial.

Computed Properties

Molecular Weight:334.4
XLogP3:1.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:334.09872823
Monoisotopic Mass:334.09872823
Topological Polar Surface Area:112
Heavy Atom Count:23
Complexity:530
Undefined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

6-Aminopenicillanic acid

Drug Function and Efficacy

It has good antibacterial effect on hemolytic streptococci and other streptococci, Streptococcus pneumoniae and non-penicillinase-producing staphylococci. It has moderate antibacterial effect on enterococci. Neisseria gonorrhoeae, Neisseria meningitidis, Corynebacterium diphtheriae, Bacillus anthracis, Actinomyces bovis, Streptobacillus candida, Listeria monocytogenes, Leptospira and Treponema pallidum are sensitive to this product. It also has certain antibacterial activity against Haemophilus influenzae and Bordetella pertussis, and other Gram-negative aerobic or facultative anaerobic bacteria are less sensitive to this product. It has good antibacterial effect on Clostridium, peptostreptococcal anaerobic bacteria and melanin-producing Bacteroides, but poor antibacterial effect on Bacteroides fragilis. It exerts a bactericidal effect by inhibiting bacterial cell wall synthesis.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

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Penicillin Potassium for Injection
Ingredients	Safflower, Cibotium barometz, mistletoe, Zedoaria leaf, Millettia reticulata, Trachelospermum officinale, Lycopodiella ciliata, Cyperus rotundus, Cyperus rotundus bark, and natural copper.
Indication	Drug interactions may occur if used with other drugs. Please consult your doctor or pharmacist for details.
Specifications	0.625 g (1 million units) in C16H17KN2O4S
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Penicillin Potassium for Injection
Ingredients	Safflower, Cibotium barometz, mistletoe, Zedoaria leaf, Millettia reticulata, Trachelospermum officinale, Lycopodiella ciliata, Cyperus rotundus, Cyperus rotundus bark, and natural copper.
Indication	Drug interactions may occur if used with other drugs. Please consult your doctor or pharmacist for details.
Specifications	0.625 g (1 million units) in C16H17KN2O4S
Manufacturer	Henan Xinxiang Huaxing Pharmaceutical FACTORY

Registered Holders

Fersinsa GB S.A.

European Union
Active
SPIC LTD

United States
Active
FERSINSA GB SA DE CV

United States
Active

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