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Penicillin V potassium

Penicillin V potassium structure

CAS No:
132-98-9
Formula:
C16H18N2O5S.K
Chemical Name:
Penicillin V potassium
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-,potassium salt (1:1),(2S,5R,6R)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-,monopotassium salt;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-,monopotassium salt,[2S-(2α,5α,6β)]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,3,3-dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-,monopotassium salt,(2S,5R,6R)-;V-Cillin K;Compocillin VK;Penicillin V potassium;Pen-Vee-K;Pen-Vee K Powder;Penvikal;Phenoxymethylpenicillin potassium;Potassium penicillin V;Potassium penicillin V salt;Potassium phenoxymethylpenicillin;Isocillin;Penicillin V potassium salt;Stabillin VK syrup 62.5;Stabillin VK syrup 125;Phenoxymethylpenicillin potassium salt;Potassium 2,2-dimethyl-6β-phenoxyacetamidopenam-3α-carboxylate;Potassium phenoxymethylpenicillinate;Cliacil;Beromycin;Beromycin (penicillin);Roscopenin;Fenoxypen;Kavepenin;Penicillin VK;Primcillin;Megacillin-oral;Fenocin;V-Pen;Uticillin Vk;Suspen;Anapenil;Penadur VK Mega;Fenoxcillin;Apsin VK;V-Penicillin Kalium;Newcillin;Trepopen VK;Pen-Vi-K;Milcopen;Robicillin VK;Abbocillin VK;Megacilina Oral;Apo-Pen VK;DuraPenicillin;Pfizerpen Vk;Pentabs;Novopen VK;Beepen Vk;Acipen;Rafapen V-K;Stabilin V-K;Orvek;Penivoral;Betapen Vk;Len VK;Cilicaine VK;Nadopen V;Vepicombin;8059-73-2
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Penicillin V Potassium is an antibiotic useful for the treatment of a number of bacterial infections, is a penicillin that is orally active, acts by inhibiting the biosynthesis of cell-wall peptidoglycan.

Penicillin V potassium Basic Attributes

Molecular Weight：

388.48

Exact Mass：

388.049530

EC Number：

205-086-5

HScode：

2941109400

Characteristics

PSA：

124

XLogP3：

-0.30880

Appearance：

Penicillin vk+ is an odorless white crystalline powder. Slightly bitter taste. pH (0.5% aqueous solution) 5 to 7.5. (NTP, 1992)

Density：

1.40

Melting Point：

120-128 °C (decomp)

Boiling Point：

681.4°C at 760 mmHg

Flash Point：

365.9ºC

Water Solubility：

soluble in water, dimethyl sulfoxide, and methanol.

Storage Conditions：

2-8°C

Vapor Pressure：

1.69E-19mmHg at 25°C

Specific rotation：

D25 +223° (c = 0.2)

Odor：

Odorless

PH：

5-7.5 in solution

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

22-42/43

safety instructions：

22-26-36/37-45

RTECS Number：

XH9275000

Marks：

Precautionary statement(s)：

P261-P280-P284-P301 + P312 + P330-P304 + P340-P342 + P311

Hazard Statements：

H302-H317-H334

Penicillin V potassium Use and Manufacturing

Methods of Manufacturing

To a cooled and stirred solution of 2.76 g (12.5 mmol) of 6-APA in 60 mL of water containing 5.25 g (62.5 mmol) of sodium bicarbonate, a solution of 2.76 g (16.2 mmol) phenoxyacetyl chloride in 5 mL of acetone was added in one minute. The resulting mixture was stirred vigorously during 20 min while the temperature was kept at 10-15 °C. The clear solution was extracted twice with 15 mL portions of methyl isobutyl ketone (MIBK). The clear aqueous solution was cooled to 5-10 °C and acidified to pH 2 with a cold 5.0 mol/L sulfuric acid solution. The acidified aqueous solution was extracted with 50 mL MIBK twice. The MIBK extract was separated, washed with cold water, and dried for 10 min over anhydrous sodium sulfate. After filtration, 10 mL of a 25percent solution of potassium 2-ethylhexanoate in butanol was added. The white crystalline material was collected by filtration, washed on the filter with dry acetone and dried in vacuum, yield 3.5 g (80percent) penicillin V as a white solid. Mp: 210-211 °C (dec.).

Uses

Antibacterial.

Price Analysis

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Drug Function and Efficacy

This product is a penicillin antibiotic. The antibacterial spectrum is the same as penicillin. It has antibacterial activity against most Gram-positive bacteria, Gram-negative cocci, individual Gram-negative bacilli (such as Haemophilus), spirochetes and actinomycetes, but most Staphylococcus strains (90%) including Staphylococcus aureus and coagulase-negative Staphylococci can produce beta-lactamase to hydrolyze and inactivate this product. The activity of this product against most sensitive strains is 2 to 5 times weaker than that of penicillin. It has no antibacterial effect on strains that produce penicillinase. The mechanism of action of this product is to inhibit the synthesis of bacterial cell walls, causing the bacteria to rupture and dissolve rapidly.

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)

Related Drugs

Penicillin V Potassium Tablets
Ingredients	The main component of this product is penicillin V potassium, and its chemical name is (2S, 5R, 6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetylamino)-4-thia-1-azabicyclo[3.2.0]-heptane-2-carboxylic acid potassium salt. Its chemical structure: Molecular formula: C16H17KN2O5S Molecular weight 388.49
Indication	1. Probenecid, aspirin, indomethacin, phenylbutazone, and sulfonamides can reduce the excretion of this product in the renal tubules, thereby increasing the blood concentration of this product, prolonging the blood elimination half-life (t1/2?), and possibly increasing the toxicity. 2. When this product is used in combination with allopurinol, the incidence of rash increases significantly, so it should be avoided. 3. This product should not be used in combination with acetaldehyde dehydrogenase inhibitors such as disulfiram. 4. When this product is used in combination with chloramphenicol for bacterial meningitis, the incidence of long-term sequelae is higher than when either is used alone. 5. This product can stimulate estrogen metabolism or reduce its enterohepatic circulation, thereby reducing the effect of oral contraceptives. 6. Antibiotics such as chloramphenicol, erythromycin, tetracyclines, and antibacterial drugs such as sulfonamides can interfere with the bactericidal activity of this product, so it is not suitable to be used in combination with this product, especially in the treatment of meningitis or severe infections that urgently need bactericidal drugs. 7. This product can enhance the effect of warfarin. Clavulanic acid can enhance the antibacterial activity of this product against B-lactamase-producing bacteria; aminoglycoside antibiotics can generally enhance the in vitro bactericidal effect of this product against Enterococcus faecalis at sub-inhibitory concentrations.
Specifications	0.236g (400,000 units) (calculated as C16H18N2O5S)
Manufacturer	CSPC Zhongnuo PHARMACEUTICAL(Shijiazhuang) Co., Ltd.

Penicillin V Potassium
Ingredients	Penicillin V potassium. Its chemical name is: (2S, 5R, 6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetylamino)-4-thia-1-azabicyclo[3,2,0]-heptane-2-carboxylic acid potassium salt.
Indication	1. Aspirin, indomethacin, phenylbutazone, and sulfonamides can reduce the excretion of this product in the renal tubules, thereby increasing the blood concentration of this product, prolonging the blood elimination half-life (t1/2()), and possibly increasing toxicity. 2. When this product is used in combination with allopurinol, the incidence of rash increases significantly, so the combination should be avoided. 3. This product should not be used in combination with acetaldehyde dehydrogenase inhibitors such as disulfiram. 4. When this product is used in combination with chloramphenicol for bacterial meningitis, the incidence of long-term sequelae is higher than when either is used alone. 5. This product can stimulate estrogen metabolism or reduce Reduce its enterohepatic circulation, thus reducing the effectiveness of oral contraceptives. 6. Antibiotics such as chloramphenicol, erythromycin, tetracyclines and antibacterial drugs such as sulfonamides can interfere with the bactericidal activity of this product, so it is not suitable to be used with this product, especially in the treatment of meningitis or serious infections that urgently need bactericidal drugs. 7. This product can enhance the effect of warfarin. 8. Clavulanic acid can enhance the antibacterial activity of this product against beta-lactamase-producing bacteria; aminoglycoside antibiotics can generally enhance the in vitro bactericidal effect of this product on Enterococcus faecalis at sub-inhibitory concentrations.

Penicillin V Potassium

Ingredients

Penicillin V potassium. Its chemical name is: (2S, 5R, 6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetylamino)-4-thia-1-azabicyclo[3,2,0]-heptane-2-carboxylic acid potassium salt.

Indication

1. Aspirin, indomethacin, phenylbutazone, and sulfonamides can reduce the excretion of this product in the renal tubules, thereby increasing the blood concentration of this product, prolonging the blood elimination half-life (t1/2()), and possibly increasing toxicity. 2. When this product is used in combination with allopurinol, the incidence of rash increases significantly, so the combination should be avoided. 3. This product should not be used in combination with acetaldehyde dehydrogenase inhibitors such as disulfiram. 4. When this product is used in combination with chloramphenicol for bacterial meningitis, the incidence of long-term sequelae is higher than when either is used alone. 5. This product can stimulate estrogen metabolism or reduce Reduce its enterohepatic circulation, thus reducing the effectiveness of oral contraceptives. 6. Antibiotics such as chloramphenicol, erythromycin, tetracyclines and antibacterial drugs such as sulfonamides can interfere with the bactericidal activity of this product, so it is not suitable to be used with this product, especially in the treatment of meningitis or serious infections that urgently need bactericidal drugs. 7. This product can enhance the effect of warfarin. 8. Clavulanic acid can enhance the antibacterial activity of this product against beta-lactamase-producing bacteria; aminoglycoside antibiotics can generally enhance the in vitro bactericidal effect of this product on Enterococcus faecalis at sub-inhibitory concentrations.

Penicillin V Potassium Tablets
Ingredients	The main ingredient of this product is penicillin V potassium, and its chemical name is (2S, 5R, 6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetylamino)-4-thia-1-azabicyclo[3.2.0]-heptane-2-carboxylic acid potassium salt.
Indication	1. Probenecid, aspirin, indomethacin, phenylbutazone, and sulfonamides can reduce the excretion of this product in the renal tubules, thereby increasing the blood concentration of this product, prolonging the blood elimination half-life (t1/2β), and possibly increasing toxicity. 2. When this product is used in combination with allopurinol, the incidence of rash increases significantly, so the combination should be avoided. 3. This product should not be used in combination with acetaldehyde dehydrogenase inhibitors such as disulfiram. 4. When this product is used in combination with chloramphenicol for bacterial meningitis, the incidence of long-term sequelae is higher than when either is used alone. 5. This product can stimulate estrogen metabolism or reduce its enterohepatic circulation, thereby reducing the effectiveness of oral contraceptives.
Specifications	0.236g (400,000 units) (calculated as C16H18N2O5S)
Manufacturer	Southwest Pharmaceutical Co., Ltd.

See More Related Drugs

Registered Holders

Sandoz GmbH

Austria
Active
Biotika a.s.

Slovakia
Active
Guangdong Leawell Pharmaceutical Co., Ltd.

China
Active

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