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113-98-4 Usage

Chemical Properties

Penicillin G potassium salt is also known as Potassium benzylpenicillin, it is white crystalline powder, odorless or slightly specific odor, hygroscopic. Soluble in water, physiological saline, glucose solution. The aqueous solution of it is easy to fail when placed at room temperature, and it will fail rapidly in the presence of acid, alkali, oxidant, etc. Penicillin G potassium salt has good antibacterial effect on Streptococcus such as Streptococcus hemolyticus, Streptococcus pneumoniae and Staphylococcus without penicillinase.

Uses

Penicillin G is a narrow spectrum antibiotic derived from Streptococcus pneumoniae. Penicillin G potassium salt is used as a cell culture additive as an antibiotics. Use to inhibit the synthesis of bacterial cell walls by inhibition of the cell wall peptidoglycan chain cross-lining. It is the drug of choice for groups A, B, C and G streptococci, nonenterococcal group D streptococci, viridians group streptococci, and non-penicillinase producing staphylococcus. The potassium salt has been used to study murosomes of staphylococci and the penicillin-induced lysis of Streptococcus mutans.

Preparation

Penicillin G potassium salt is a highly effective and low toxicity antibiotic, which is obtained by salt formation of Chlorpheniramine maleate and maleic acid.

Definition

ChEBI: Penicillin G potassium salt is organic potassium salt of benzylpenicillin. It is an antibiotic substance produced by Penicillium sp. Antibacterial. It contains a benzylpenicillin(1-).

Brand name

Pentids (Apothecon); Pfizerpen (Pfizer).

General Description

Penicillin G Potassium is the potassium salt form of penicillin G, a broad-spectrum penicillin antibiotic. Penicillin G potassium binds to penicillin binding proteins (PBP), the enzymes that catalyze the synthesis of peptidoglycan, which is a critical component of the bacterial cell wall. This leads to the interruption of cell wall synthesis, consequently leading to bacterial cell growth inhibition and cell lysis.

Biochem/physiol Actions

Mode of Action: Penicillin G acts by inhibiting cell wall synthesis through binding to penicillin binding proteins (PBPs), inhibiting peptidoglycan chain cross-linking.Antimicrobial spectrum: This product is active against gram-positive and gram-negative bacteria.

Safety Profile

Poison by intracerebral andintravenous routes. Moderately toxic by intraperitonealroute. Mutation data reported. See other penicillin entries.When heated to decomposition it emits toxic fumes ofNOx and SOx.

Check Digit Verification of cas no

The CAS Registry Mumber 113-98-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 3 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 113-98:
(5*1)+(4*1)+(3*3)+(2*9)+(1*8)=44
44 % 10 = 4
So 113-98-4 is a valid CAS Registry Number.
InChI:InChI=1/C16H18N2O4S.K/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;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/t11-,12+,14-;/m1./s1

113-98-4 Well-known Company Product Price

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  • TCI America

  • (P1772)  Penicillin G Potassium Salt  >98.0%(HPLC)(N)

  • 113-98-4

  • 25g

  • 280.00CNY

  • Detail

113-98-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name benzylpenicillin potassium

1.2 Other means of identification

Product number -
Other names Penicillin G potassium salt

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:113-98-4 SDS

113-98-4Synthetic route

penicillin G
61-33-6

penicillin G

Penicillin G potassium
113-98-4

Penicillin G potassium

Conditions
ConditionsYield
With potassium carbonate In acetic acid butyl ester; water; butan-1-ol at 45 - 48℃; Product distribution / selectivity;94.5%
With potassium carbonate In acetic acid butyl ester; water; butan-1-ol at 50 - 60℃; Product distribution / selectivity;91%
allyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
80127-23-7

allyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

A

allyl 2-ethylhexanoate
58105-49-0

allyl 2-ethylhexanoate

B

Penicillin G potassium
113-98-4

Penicillin G potassium

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium 2-ethylhexanoate; triphenylphosphine In ethyl acetate at 25℃; for 2h;A n/a
B 94%
allyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
80127-23-7

allyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Penicillin G potassium
113-98-4

Penicillin G potassium

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium 2-ethylhexanoate; triphenylphosphine In ethyl acetate at 25℃; for 2h; Product distribution; other penicyllin G allylic esters, allylic carbonates, and carbamates, other solvents;94%
Penicillin G potassium
113-98-4

Penicillin G potassium

1-bromomethyl-4-nitro-benzene
100-11-8

1-bromomethyl-4-nitro-benzene

p-nitrobenzyl benzylpenicillinate
27487-21-4

p-nitrobenzyl benzylpenicillinate

Conditions
ConditionsYield
18-crown-6 ether In acetonitrile for 24h; Ambient temperature;100%
Stage #1: Penicillin G potassium; 1-bromomethyl-4-nitro-benzene In N,N-dimethyl-formamide at 42 - 45℃; for 2h; Large scale;
Stage #2: With acetonyl hydroperoxide at 0 - 5℃; for 2h; Large scale;
Stage #1: Penicillin G potassium; 1-bromomethyl-4-nitro-benzene In N,N-dimethyl-formamide at 20 - 45℃; for 2h; Large scale;
Stage #2: With sulfuric acid In dichloromethane; water at -5 - 0℃; pH=< 5; Large scale;
cetylpyridinium chloride
123-03-5

cetylpyridinium chloride

Penicillin G potassium
113-98-4

Penicillin G potassium

hexadecylpyridinium penicillin G
934590-94-0

hexadecylpyridinium penicillin G

Conditions
ConditionsYield
In water for 0.5h;99%
Penicillin G potassium
113-98-4

Penicillin G potassium

C16H20N3O4S(1-)*K(1+)

C16H20N3O4S(1-)*K(1+)

Conditions
ConditionsYield
With ammonium hydroxide at 20℃; for 4h;97%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

Penicillin G potassium
113-98-4

Penicillin G potassium

C36H42N4O8S2
125770-73-2

C36H42N4O8S2

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 24h;96.7%
Chloromethyl acetate
625-56-9

Chloromethyl acetate

Penicillin G potassium
113-98-4

Penicillin G potassium

Maripen
983-85-7

Maripen

Conditions
ConditionsYield
In dimethyl sulfoxide for 20h; Ambient temperature;95%
Penicillin G potassium
113-98-4

Penicillin G potassium

ethylamine
75-04-7

ethylamine

<2R-<2α(R*),4β>>-2-<2-(ethylamino)-2-oxo-1-<(phenylacetyl)amino>ethyl>-5,5-dimethyl-4-thiazolidinecarboxylic acid
66317-01-9

<2R-<2α(R*),4β>>-2-<2-(ethylamino)-2-oxo-1-<(phenylacetyl)amino>ethyl>-5,5-dimethyl-4-thiazolidinecarboxylic acid

Conditions
ConditionsYield
In water for 3.5h; Ambient temperature;95%
Penicillin G potassium
113-98-4

Penicillin G potassium

benzylamine
100-46-9

benzylamine

<2R-<2α(R*),4β>>-5,5-dimethyl-2-<2-oxo-1-<(phenylacetyl)amino>-2-<(phenylmethyl)amino>ethyl>-4-thiazolidinecarboxylic acid
66317-00-8

<2R-<2α(R*),4β>>-5,5-dimethyl-2-<2-oxo-1-<(phenylacetyl)amino>-2-<(phenylmethyl)amino>ethyl>-4-thiazolidinecarboxylic acid

Conditions
ConditionsYield
In water for 3.5h; Ambient temperature;95%
2,3-Dichloroprop-1-ene
78-88-6

2,3-Dichloroprop-1-ene

Penicillin G potassium
113-98-4

Penicillin G potassium

2-chloro-2-propenyl (3S,5R,6R)-2,2-dimethyl-6-(phenylacetamido)-7-oxopenam-3-carboxylate
76627-82-2

2-chloro-2-propenyl (3S,5R,6R)-2,2-dimethyl-6-(phenylacetamido)-7-oxopenam-3-carboxylate

Conditions
ConditionsYield
With sodium iodide In N,N-dimethyl-formamide at 25℃; for 20h;94%
Penicillin G potassium
113-98-4

Penicillin G potassium

aniline
62-53-3

aniline

benzylpenicilloic acid α-anilide
121766-90-3

benzylpenicilloic acid α-anilide

Conditions
ConditionsYield
In water for 3.5h; Ambient temperature;94%
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

Penicillin G potassium
113-98-4

Penicillin G potassium

C38H46N4O8S2
125770-75-4

C38H46N4O8S2

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 24h;93.7%
Penicillin G potassium
113-98-4

Penicillin G potassium

phenethylamine
64-04-0

phenethylamine

benzylpenicilloic acid α-phenylethylamide
121766-89-0

benzylpenicilloic acid α-phenylethylamide

Conditions
ConditionsYield
In water for 3.5h; Ambient temperature;93%
Penicillin G potassium
113-98-4

Penicillin G potassium

Penicillin G 1-(s)-oxide
4052-54-4

Penicillin G 1-(s)-oxide

Conditions
ConditionsYield
Stage #1: Penicillin G potassium With peracetic acid In water at 0 - 5℃; for 3h; pH=3.6; Large scale;
Stage #2: With sulfuric acid In water at 0 - 5℃; pH=1.6; pH-value; Time; Large scale;
92.45%
With Octanoic acid; dihydrogen peroxide In acetonitrile at -20℃; for 6h; immobilized Candida antarctica lipase;75%
With sodium periodate
Multi-step reaction with 3 steps
1: dimethylformamide / Ambient temperature
2: NaIO4 / dioxane
3: H2 / Pd-C / ethyl acetate / 760 Torr
View Scheme
With peracetic acid In ethyl acetate for 4h;
Penicillin G potassium
113-98-4

Penicillin G potassium

ethylene dibromide
106-93-4

ethylene dibromide

2-bromoethyl benzylpenicillinate
81651-24-3

2-bromoethyl benzylpenicillinate

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 24h;92%
1,4-bis(bromomethyl)benzene
623-24-5

1,4-bis(bromomethyl)benzene

Penicillin G potassium
113-98-4

Penicillin G potassium

C40H42N4O8S2
125770-77-6

C40H42N4O8S2

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 24h;90.2%
ethyl bromide
74-96-4

ethyl bromide

Penicillin G potassium
113-98-4

Penicillin G potassium

benzylpenicillin-ethyl ester
41683-38-9

benzylpenicillin-ethyl ester

Conditions
ConditionsYield
18-crown-6 ether In acetonitrile for 48h; Ambient temperature;90%
Penicillin G potassium
113-98-4

Penicillin G potassium

allyl bromide
106-95-6

allyl bromide

allyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
80127-23-7

allyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Conditions
ConditionsYield
18-crown-6 ether In acetonitrile for 48h; Ambient temperature;90%
With sodium iodide In N,N-dimethyl-formamide at 25℃; for 20h;
With 18-crown-6 ether In N,N-dimethyl-formamide at 20℃; for 24h;
Penicillin G potassium
113-98-4

Penicillin G potassium

thiophenol
108-98-5

thiophenol

S-phenyl benzylpenicillinthiocarboxylate
69578-02-5

S-phenyl benzylpenicillinthiocarboxylate

Conditions
ConditionsYield
With pyridine In chloroform at 0℃; for 5h;88%
With potassium carbonate In 1,2-dimethoxyethane Ambient temperature;
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

Penicillin G potassium
113-98-4

Penicillin G potassium

diphenylmethyl 6β-(2-phenylacetamido)penicillanate
67565-52-0

diphenylmethyl 6β-(2-phenylacetamido)penicillanate

Conditions
ConditionsYield
With pyridine; isocyanuric acid In dichloromethane at -10 - -5℃; for 1h;85.7%
With pyridine; methanesulfonyl chloride In dichloromethane at 10 - 15℃; for 5h;
Penicillin G potassium
113-98-4

Penicillin G potassium

benzylpenicillin 1,1-dioxide
18598-31-7

benzylpenicillin 1,1-dioxide

Conditions
ConditionsYield
With potassium permanganate; phosphoric acid In water at 0 - 10℃; for 1h; pH mantained at 7.2 with 2percent NaOH;85%
Multi-step reaction with 3 steps
1: dimethylformamide / Ambient temperature
2: aq. KMnO4, H2O2 / acetic acid
3: H2 / Pd-C / methanol / 2585.7 Torr
View Scheme
Penicillin G potassium
113-98-4

Penicillin G potassium

benzyl bromide
100-39-0

benzyl bromide

benzyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
1254-56-4

benzyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 2h;84%
In N,N-dimethyl-formamide Ambient temperature;
In N,N-dimethyl-formamide at 20℃; for 2h;1.7 g
Penicillin G potassium
113-98-4

Penicillin G potassium

H3N*C16H21N3O4S

H3N*C16H21N3O4S

Conditions
ConditionsYield
With ammonium hydroxide at 20℃; for 1h;83%
L-phenylalanine tert-butyl ester
16874-17-2

L-phenylalanine tert-butyl ester

Penicillin G potassium
113-98-4

Penicillin G potassium

(S)-tert-butyl-2-((2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxamido)-3-phenylpropanoate
1537179-00-2

(S)-tert-butyl-2-((2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxamido)-3-phenylpropanoate

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;80%
Penicillin G potassium
113-98-4

Penicillin G potassium

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

benzylpenicillin-(carbonic acid ethyl ester)-anhydride
19870-47-4

benzylpenicillin-(carbonic acid ethyl ester)-anhydride

Conditions
ConditionsYield
With triethylamine hydrochloride In dichloromethane at -78℃; for 1h;76%
Penicillin G potassium
113-98-4

Penicillin G potassium

N,N-didecyl-N,N-dimethylammonium bromide
2390-68-3

N,N-didecyl-N,N-dimethylammonium bromide

didecyldimethylammonium penicillin G
934590-93-9

didecyldimethylammonium penicillin G

Conditions
ConditionsYield
In water for 0.5h;76%
Penicillin G potassium
113-98-4

Penicillin G potassium

1ξ-oxo-6β-(2-phenyl-acetylamino)-1λ4-penicillanic acid; potassium salt
39906-59-7

1ξ-oxo-6β-(2-phenyl-acetylamino)-1λ4-penicillanic acid; potassium salt

Conditions
ConditionsYield
With (NH4)6Mo7O40; dihydrogen peroxide In water at 20℃; for 0.75h; Product distribution; various catalysts and temperatures, different substrates;75%
With (NH4)6Mo7O40; dihydrogen peroxide In water at 20℃; for 0.75h;75%
Penicillin G potassium
113-98-4

Penicillin G potassium

4-bromomethyl-1,3-dioxa-5-phenyl-cyclopenten-2-one
80715-20-4

4-bromomethyl-1,3-dioxa-5-phenyl-cyclopenten-2-one

(2-oxo-5-phenyl-1,3-dioxolen-4-yl)methyl 6-aminopenicillanate hydrochloride

(2-oxo-5-phenyl-1,3-dioxolen-4-yl)methyl 6-aminopenicillanate hydrochloride

Conditions
ConditionsYield
74%

113-98-4Relevant articles and documents

PROCESS FOR THE PREPARATION OF A POTASSIUM SALT OF PENICILLIN

-

Page/Page column 7-8, (2008/06/13)

Process for the preparation of a potassium salt of penicillin G (Pen G K) or penicillin V (Pen V K) in crystal form from a suspension comprising Pen G K or penicillin V (Pen V K), an organic solvent and a C1 to C3 alcohol.

Homogeneous, Palladium(0)-Catalyzed Exchange Deprotection of Allylic Esters, Carbonates, and Carbamates

Jeffrey, Paul D.,McCombie, Stuart W.

, p. 587 - 590 (2007/10/02)

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