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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H20N2.2C16H18N2O5S
Molecular Weight 941.122
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PENICILLIN V BENZATHINE

SMILES

C(CNCC1=CC=CC=C1)NCC2=CC=CC=C2.[H][C@]34SC(C)(C)[C@@]([H])(N3C(=O)[C@@]4([H])NC(=O)COC5=CC=CC=C5)C(O)=O.[H][C@]67SC(C)(C)[C@@]([H])(N6C(=O)[C@@]7([H])NC(=O)COC8=CC=CC=C8)C(O)=O

InChI

InChIKey=BBTOYUUSUQNIIY-ANPZCEIESA-N
InChI=1S/2C16H18N2O5S.C16H20N2/c2*1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9;1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h2*3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);1-10,17-18H,11-14H2/t2*11-,12+,14-;/m11./s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/label/2012/064071s006lbl.pdf

Penicillin V is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Penicillin V has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Penicillin V results from the inhibition of cell wall synthesis and is mediated through Penicillin V binding to penicillin binding proteins (PBPs). Penicillin V is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Penicillin V inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Penicillin V interferes with an autolysin inhibitor. Used for the treatment of mild to moderately severe infections (e.g. dental infection, infections in the heart, middle ear infections, rheumatic fever, scarlet fever, skin infections, upper and lower respiratory tract infections) due to microorganisms.

Originator

Curator's Comment: John C. Sheehan, a chemistry professor at Massachusetts Institute of Technology and a former chemist at Merck, synthesized phenoxymethylpenicillin, also known as penicillin V in 1957

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q8XJ01
Gene ID: 990276.0
Gene Symbol: pbpA
Target Organism: Clostridium perfringens (strain 13 / Type A)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Penicillin V

Approved Use

Penicillin V potassium tablets and Penicillin V potassium for oral solution are indicated in the treatment of mild to moderately severe infections due to penicillin G-sensitive microorganisms. Therapy should be guided by bacteriological studies (including sensitivity tests) and by clinical response. The following infections will usually respond to adequate dosage of Penicillin V. Streptococcal infections (without bacteremia). Mild-to-moderate infections of the upper respiratory tract, scarlet fever, and mild erysipelas. Pneumococcal infections. Mild to moderately severe infections of the respiratory tract. Staphylococcal infections—penicillin G-sensitive. Mild infections of the skin and soft tissues. Fusospirochetosis (Vincent's gingivitis and pharyngitis)—Mild to moderately severe infections of the oropharynx usually respond to therapy with oral penicillin.

Launch Date

1990
Curative
Penicillin V

Approved Use

Penicillin V potassium tablets and Penicillin V potassium for oral solution are indicated in the treatment of mild to moderately severe infections due to penicillin G-sensitive microorganisms. Therapy should be guided by bacteriological studies (including sensitivity tests) and by clinical response. The following infections will usually respond to adequate dosage of Penicillin V. Streptococcal infections (without bacteremia). Mild-to-moderate infections of the upper respiratory tract, scarlet fever, and mild erysipelas. Pneumococcal infections. Mild to moderately severe infections of the respiratory tract. Staphylococcal infections—penicillin G-sensitive. Mild infections of the skin and soft tissues. Fusospirochetosis (Vincent's gingivitis and pharyngitis)—Mild to moderately severe infections of the oropharynx usually respond to therapy with oral penicillin.

Launch Date

1990
Curative
Penicillin V

Approved Use

Penicillin V potassium tablets and Penicillin V potassium for oral solution are indicated in the treatment of mild to moderately severe infections due to penicillin G-sensitive microorganisms. Therapy should be guided by bacteriological studies (including sensitivity tests) and by clinical response. The following infections will usually respond to adequate dosage of Penicillin V. Streptococcal infections (without bacteremia). Mild-to-moderate infections of the upper respiratory tract, scarlet fever, and mild erysipelas. Pneumococcal infections. Mild to moderately severe infections of the respiratory tract. Staphylococcal infections—penicillin G-sensitive. Mild infections of the skin and soft tissues. Fusospirochetosis (Vincent's gingivitis and pharyngitis)—Mild to moderately severe infections of the oropharynx usually respond to therapy with oral penicillin.

Launch Date

1990
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
15 mg/L
1 g single, oral
dose: 1 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
26.3 mg/L
2 g single, oral
dose: 2 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
35.5 mg/L
3 g single, oral
dose: 3 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
6.1 mg/L
0.4 g single, oral
dose: 0.4 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
19.01 mg × h/L
1 g single, oral
dose: 1 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
33.36 mg × h/L
2 g single, oral
dose: 2 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
43.94 mg × h/L
3 g single, oral
dose: 3 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
6.89 mg × h/L
0.4 g single, oral
dose: 0.4 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
0.78 h
1 g single, oral
dose: 1 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
0.91 h
2 g single, oral
dose: 2 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
1.05 h
3 g single, oral
dose: 3 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
0.52 h
0.4 g single, oral
dose: 0.4 g
route of administration: Oral
experiment type: SINGLE
co-administered:
PENICILLIN V POTASSIUM serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
20%
unknown, oral
PENICILLIN V POTASSIUM serum
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Disc. AE: Stomach cramps, Nausea...
Other AEs: Diarrhea, Rash...
AEs leading to
discontinuation/dose reduction:
Stomach cramps (0.46%)
Nausea (0.46%)
Other AEs:
Diarrhea (0.8%)
Rash (1.2%)
Abdominal pain (0.8%)
Infection (1.7%)
Headache (1.2%)
Vomiting (2.5%)
Rhinitis (1.2%)
Gastroenteritis (0.4%)
Epistaxis (0.4%)
Ear pain (2.1%)
Cough increased (1.2%)
Nausea (0.8%)
Sources: Page: p.48
250 mg 4 times / day multiple, oral
Recommended
Dose: 250 mg, 4 times / day
Route: oral
Route: multiple
Dose: 250 mg, 4 times / day
Sources: Page: p.3A-25S
unhealthy, 16+
n = 117
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 16+
Sex: M+F
Population Size: 117
Sources: Page: p.3A-25S
Disc. AE: Abdominal pain...
AEs leading to
discontinuation/dose reduction:
Abdominal pain (1.7%)
Sources: Page: p.3A-25S
590 mg 3 times / day multiple, oral
Recommended
Dose: 590 mg, 3 times / day
Route: oral
Route: multiple
Dose: 590 mg, 3 times / day
Sources: Page: p.341
unhealthy, 28+/-7.9
n = 113
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 28+/-7.9
Sex: M+F
Population Size: 113
Sources: Page: p.341
Disc. AE: Nausea, Taste alteration...
AEs leading to
discontinuation/dose reduction:
Nausea (grade 3, 0.88%)
Taste alteration (grade 3, 0.88%)
Sources: Page: p.341
800 mg 4 times / day multiple, oral
Highest studied dose
Dose: 800 mg, 4 times / day
Route: oral
Route: multiple
Dose: 800 mg, 4 times / day
Sources:
unhealthy, 30.0 (6–73)
n = 212
Health Status: unhealthy
Condition: Pharyngotonsillitis caused by group A streptococci
Age Group: 30.0 (6–73)
Sex: M+F
Population Size: 212
Sources:
1 g 3 times / day multiple, oral
Recommended
Dose: 1 g, 3 times / day
Route: oral
Route: multiple
Dose: 1 g, 3 times / day
Sources:
unhealthy, 31.0 (3–67)
n = 210
Health Status: unhealthy
Condition: Pharyngotonsillitis caused by group A streptococci
Age Group: 31.0 (3–67)
Sex: M+F
Population Size: 210
Sources:
3 g multiple, oral
Recommended
Dose: 3 g
Route: oral
Route: multiple
Dose: 3 g
Sources: Page: p.2
unhealthy
Health Status: unhealthy
Condition: Prophylaxis against bacterial endocarditis
Sources: Page: p.2
250 mg 4 times / day multiple, oral
Recommended
Dose: 250 mg, 4 times / day
Route: oral
Route: multiple
Dose: 250 mg, 4 times / day
Sources: Page: p.70/306
unhealthy
n = 175
Health Status: unhealthy
Condition: Streptococcal pharyngitis|Streptococcal tonsillitis
Sex: M+F
Population Size: 175
Sources: Page: p.70/306
Disc. AE: Rash, Vomiting...
AEs leading to
discontinuation/dose reduction:
Rash (0.57%)
Vomiting (0.57%)
Sources: Page: p.70/306
500 mg 4 times / day multiple, oral (max)
Recommended
Dose: 500 mg, 4 times / day
Route: oral
Route: multiple
Dose: 500 mg, 4 times / day
Sources: Page: p.2
unhealthy
Health Status: unhealthy
Condition: Infections due to penicillin G­ sensitive microorganisms
Sources: Page: p.2
Disc. AE: Hypersensitivity reaction, Diarrhea, Clostridium difficile...
AEs leading to
discontinuation/dose reduction:
Hypersensitivity reaction (serious|grade 5)
Diarrhea, Clostridium difficile (mild|grade 5)
Sources: Page: p.2
AEs

AEs

AESignificanceDosePopulation
Epistaxis 0.4%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Gastroenteritis 0.4%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Nausea 0.46%
Disc. AE
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Stomach cramps 0.46%
Disc. AE
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Abdominal pain 0.8%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Diarrhea 0.8%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Nausea 0.8%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Cough increased 1.2%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Headache 1.2%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Rash 1.2%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Rhinitis 1.2%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Infection 1.7%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Ear pain 2.1%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Vomiting 2.5%
10 mg/kg 4 times / day multiple, oral
Recommended
Dose: 10 mg/kg, 4 times / day
Route: oral
Route: multiple
Dose: 10 mg/kg, 4 times / day
Sources: Page: p.48
unhealthy, 1-12
n = 216
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 1-12
Sex: M+F
Population Size: 216
Sources: Page: p.48
Abdominal pain 1.7%
Disc. AE
250 mg 4 times / day multiple, oral
Recommended
Dose: 250 mg, 4 times / day
Route: oral
Route: multiple
Dose: 250 mg, 4 times / day
Sources: Page: p.3A-25S
unhealthy, 16+
n = 117
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 16+
Sex: M+F
Population Size: 117
Sources: Page: p.3A-25S
Nausea grade 3, 0.88%
Disc. AE
590 mg 3 times / day multiple, oral
Recommended
Dose: 590 mg, 3 times / day
Route: oral
Route: multiple
Dose: 590 mg, 3 times / day
Sources: Page: p.341
unhealthy, 28+/-7.9
n = 113
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 28+/-7.9
Sex: M+F
Population Size: 113
Sources: Page: p.341
Taste alteration grade 3, 0.88%
Disc. AE
590 mg 3 times / day multiple, oral
Recommended
Dose: 590 mg, 3 times / day
Route: oral
Route: multiple
Dose: 590 mg, 3 times / day
Sources: Page: p.341
unhealthy, 28+/-7.9
n = 113
Health Status: unhealthy
Condition: Streptococcal Pharyngitis
Age Group: 28+/-7.9
Sex: M+F
Population Size: 113
Sources: Page: p.341
Rash 0.57%
Disc. AE
250 mg 4 times / day multiple, oral
Recommended
Dose: 250 mg, 4 times / day
Route: oral
Route: multiple
Dose: 250 mg, 4 times / day
Sources: Page: p.70/306
unhealthy
n = 175
Health Status: unhealthy
Condition: Streptococcal pharyngitis|Streptococcal tonsillitis
Sex: M+F
Population Size: 175
Sources: Page: p.70/306
Vomiting 0.57%
Disc. AE
250 mg 4 times / day multiple, oral
Recommended
Dose: 250 mg, 4 times / day
Route: oral
Route: multiple
Dose: 250 mg, 4 times / day
Sources: Page: p.70/306
unhealthy
n = 175
Health Status: unhealthy
Condition: Streptococcal pharyngitis|Streptococcal tonsillitis
Sex: M+F
Population Size: 175
Sources: Page: p.70/306
Diarrhea, Clostridium difficile mild|grade 5
Disc. AE
500 mg 4 times / day multiple, oral (max)
Recommended
Dose: 500 mg, 4 times / day
Route: oral
Route: multiple
Dose: 500 mg, 4 times / day
Sources: Page: p.2
unhealthy
Health Status: unhealthy
Condition: Infections due to penicillin G­ sensitive microorganisms
Sources: Page: p.2
Hypersensitivity reaction serious|grade 5
Disc. AE
500 mg 4 times / day multiple, oral (max)
Recommended
Dose: 500 mg, 4 times / day
Route: oral
Route: multiple
Dose: 500 mg, 4 times / day
Sources: Page: p.2
unhealthy
Health Status: unhealthy
Condition: Infections due to penicillin G­ sensitive microorganisms
Sources: Page: p.2
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
[The antiviral activity of the antibiotics beromycin and carminomycin].
1974 Feb
[Immune hemolytic anemia and thrombocytopenia after peroral therapy with a penicillin derivative (phenoxymethylpenicillin)].
1977
Assessment of the "E' book as a tool for drug monitoring.
1981 Mar
[Leukocytoclastic vasculitis due to drug allergy presenting as generalized pustular exanthema].
1981 Sep
Effect of drugs influencing synthesis of prostaglandins on haloperidol-induced catalepsy in rats.
1984 Jul-Sep
Loracarbef versus penicillin VK in the treatment of streptococcal pharyngitis and tonsillitis in an adult population.
1992 Jun 22
Determination of benzylpenicillin, oxacillin, cloxacillin, and dicloxacillin in cows' milk by ion-pair high-performance liquid chromatography after precolumn derivatization.
2001 Sep
Antibiotic prescription rates vary markedly between 13 European countries.
2002
Birth outcome of 1886 pregnancies after exposure to phenoxymethylpenicillin in utero.
2002 Apr
The fecal microflora of 1-3-month-old infants during treatment with eight oral antibiotics.
2002 Jun
beta-Lactam allergenic determinants: fine structural recognition of a cross-reacting determinant on benzylpenicillin and cephalothin.
2002 Nov
Reoccurrence of levofloxacin-induced tendinitis by phenoxymethylpenicillin therapy after 6 months: a rare complication of fluoroquinolone therapy?
2003 May
Recurrent pneumococcal meningitis in a splenectomised HIV-infected patient.
2003 Nov 7
Immunological response to antioxidant vitamin supplementation in rural Bangladeshi school children with group A streptococcal infection.
2004
[Bite wound infections].
2004 Dec 16
Application of ion-exchange cartridge clean-up in food analysis. VI. Determination of six penicillins in bovine tissues by liquid chromatography-electrospray ionization tandem mass spectrometry.
2004 Jul 9
[Prevention and infection in adults patients with hyposplenism].
2004 Nov
Nasopharyngeal pathogens in children with acute otitis media in a low-antibiotic use country.
2004 Sep
Tick-borne encephalopathies : epidemiology, diagnosis, treatment and prevention.
2005
Penicillin V, loracarbef and clindamycin in tonsillar surface fluid during acute group A streptococcal pharyngotonsillitis.
2005
Antigen specific quantification of sulfidoleukotrienes in patients allergic to Betalactam antibiotics.
2005
Differential effects of beta-lactams on human IFN-gamma activity.
2005 Dec
Tigecycline: an evidence-based review of its antibacterial activity and effectiveness in complicated skin and soft tissue and intraabdominal infections.
2006
Facilitated column selection in pharmaceutical analyses using a simple column classification system.
2006 Jan 6
[Express determination of beta-lactam antibiotics in biological matter with potentiometric sensors].
2007
Hypersensitivity to penicillin V with good tolerance to other beta-lactams.
2007
Meningomylocele: An update.
2007 Apr
Comparative bioavailability study of two phenoxymethylpenicillin potassium tablet formulations in healthy volunteers.
2007 Dec
Dishing the dirt on asthma: What we can learn from poor hygiene.
2007 Jun
Leukocyte counts in urine reflect the risk of concomitant sepsis in bacteriuric infants: a retrospective cohort study.
2007 Jun 13
Association of IL-10 level and IL-10 promoter SNPs with specific antibodies in penicillin-allergic patients.
2007 Mar
Evaluation of phenoxymethylpenicillin treatment of acute otitis media in children aged 2-16.
2007 Sep
Antimicrobial susceptibility of periodontopathogenic bacteria.
2008 May
Drug use in children: cohort study in three European countries.
2008 Nov 24
Treatment of Lyme borreliosis.
2009
Comparative Study of 5-Day and 10-Day Cefditoren Pivoxil Treatments for Recurrent Group A beta-Hemolytic Streptococcus pharyngitis in Children.
2009
Trends in number of consultations and antibiotic prescriptions for respiratory tract infections between 1999 and 2005 in primary healthcare in Kalmar County, Southern Sweden.
2009
SDRIFE (baboon syndrome) induced by penicillin.
2009 Apr
Challenges of cellulitis in a lymphedematous extremity: a case report.
2009 Dec 22
Acute tonsillopharyngitis in a family practice in Mostar, Bosnia and Herzegovina.
2009 Mar
[An exceptional component C3 deficiency revealed by serum protein electrophoresis].
2009 Nov-Dec
Antibiotic prescribing practices by dentists: a review.
2010 Jul 21
A prospective multi-center trial of Escherichia coli extract for the prophylactic treatment of patients with chronically recurrent cystitis.
2010 Mar
Decreased Streptococcus pneumoniae susceptibility to oral antibiotics among children in rural Vietnam: a community study.
2010 Mar 31
Human health risk assessment of pharmaceuticals in water: issues and challenges ahead.
2010 Nov
How are antibacterials used in nursing homes? Results from a point-prevalence prescription study in 44 Norwegian nursing homes.
2010 Oct
Prevalence of Group A b-Hemolytic Streptococcus Among Children with Tonsillopharyngitis in Kyrgyzstan: The Difficulty of Diagnostics and Therapy.
2010 Oct 13
Evaluation of the sensitizing potential of antibiotics in vitro using the human cell lines THP-1 and MUTZ-LC and primary monocyte-derived dendritic cells.
2012 Aug 1
Identification of urinary microRNA profiles in rats that may diagnose hepatotoxicity.
2012 Feb
Synthesis of novel hapten and production of generic monoclonal antibody for immunoassay of penicillins residues in milk.
2013
Patents

Sample Use Guides

Usual Adult Dose for Bacterial Infection Mild to moderate infections: 125 to 500 mg orally every 6 to 8 hours
Route of Administration: Oral
Penicillin V inhibited Staphylococcus aureus in human THP-1 macrophages (intracellular) with MIC90 of 0.015 mg/L
Name Type Language
PENICILLIN V BENZATHINE
USAN   USP  
USAN  
Official Name English
BENZATHINE PHENOXYMETHYLPENICILLIN
MART.  
Common Name English
BENZATHINE PHENOXYMETHYLPENICILLIN [MART.]
Common Name English
(2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-(2-PHENOXYACETAMIDO)-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID COMPOUND WITH N,N'-DIBENZYLETHYLENEDIAMINE (2:1)
Common Name English
BENZATHINE PENICILLIN V
Common Name English
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3-DIMETHYL-7-OXO-6-((2-PHENOXYACETYL)AMINO)-, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.))-, COMPD. WITH N,N'-BIS(PHENYLMETHYL)-1,2-ETHANEDIAMINE (2:1)
Common Name English
BENZATHINE PHENOXYMETHYL PENICILLIN
Common Name English
PENICILLIN V BENZATHINE [USP IMPURITY]
Common Name English
PENICILLIN V BENZATHINE [USAN]
Common Name English
PENICILLIN V COMPD WITH DIBENZYLETHYLENEDIAMINE
MI  
Common Name English
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3-DIMETHYL-7-OXO-6-((2-PHENOXYACETYL)AMINO)-, (2S,5R,6R)-, COMPD. WITH N1,N2-BIS(PHENYLMETHYL)-1,2-ETHANEDIAMINE (2:1)
Common Name English
Phenoxymethylpenicillin benzathine [WHO-DD]
Common Name English
PHENOXYMETHYLPENICILLIN BENZATHINE
JAN   WHO-DD  
Common Name English
PENICILLIN V COMPD WITH DIBENZYLETHYLENEDIAMINE [MI]
Common Name English
Classification Tree Code System Code
WHO-ATC J01CE10
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
WHO-VATC QJ01CE10
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
Code System Code Type Description
DRUG CENTRAL
4440
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
ECHA (EC/EINECS)
227-667-2
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
CHEBI
31973
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
ChEMBL
CHEMBL615
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
MESH
C015707
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
FDA UNII
3T4EMH59ZU
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
WIKIPEDIA
Benzathine phenoxymethylpenicillin
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
DRUG BANK
DBSALT001952
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
RXCUI
18926
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY RxNorm
EPA CompTox
DTXSID80207999
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
NCI_THESAURUS
C166695
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
PUBCHEM
64725
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
EVMPD
SUB03763MIG
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
SMS_ID
100000085294
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
CAS
5928-84-7
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY
MERCK INDEX
m8479
Created by admin on Fri Dec 15 18:37:57 GMT 2023 , Edited by admin on Fri Dec 15 18:37:57 GMT 2023
PRIMARY Merck Index