U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C16H20N2.2C16H18N2O5S.4H2O
Molecular Weight 1013.184
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PENICILLIN V BENZATHINE TETRAHYDRATE

SMILES

O.O.O.O.C(CNCC1=CC=CC=C1)NCC2=CC=CC=C2.CC3(C)S[C@@H]4[C@H](NC(=O)COC5=CC=CC=C5)C(=O)N4[C@H]3C(O)=O.CC6(C)S[C@@H]7[C@H](NC(=O)COC8=CC=CC=C8)C(=O)N7[C@H]6C(O)=O

InChI

InChIKey=WGLORUYLLMHSJU-CJHXQPGBSA-N
InChI=1S/2C16H18N2O5S.C16H20N2.4H2O/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;4*1H2/t2*11-,12+,14-;;;;;/m11...../s1

HIDE SMILES / InChI

Molecular Formula C16H18N2O5S
Molecular Weight 350.39
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C16H20N2
Molecular Weight 240.3434
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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
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
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
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
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
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
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
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
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
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:
unhealthy, 16+
Health Status: unhealthy
Age Group: 16+
Sex: M+F
Sources:
Disc. AE: Abdominal pain...
AEs leading to
discontinuation/dose reduction:
Abdominal pain (1.7%)
Sources:
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:
unhealthy, 28+/-7.9
Health Status: unhealthy
Age Group: 28+/-7.9
Sex: M+F
Sources:
Disc. AE: Nausea, Taste alteration...
AEs leading to
discontinuation/dose reduction:
Nausea (grade 3, 0.88%)
Taste alteration (grade 3, 0.88%)
Sources:
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)
Health Status: unhealthy
Age Group: 30.0 (6–73)
Sex: M+F
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)
Health Status: unhealthy
Age Group: 31.0 (3–67)
Sex: M+F
Sources:
3 g multiple, oral
Recommended
Dose: 3 g
Route: oral
Route: multiple
Dose: 3 g
Sources:
unhealthy
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:
unhealthy
Health Status: unhealthy
Sex: M+F
Sources:
Disc. AE: Rash, Vomiting...
AEs leading to
discontinuation/dose reduction:
Rash (0.57%)
Vomiting (0.57%)
Sources:
500 mg 4 times / day multiple, oral
Recommended
Dose: 500 mg, 4 times / day
Route: oral
Route: multiple
Dose: 500 mg, 4 times / day
Sources:
unhealthy
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:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 1-12
Health Status: unhealthy
Age Group: 1-12
Sex: M+F
Sources:
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:
unhealthy, 16+
Health Status: unhealthy
Age Group: 16+
Sex: M+F
Sources:
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:
unhealthy, 28+/-7.9
Health Status: unhealthy
Age Group: 28+/-7.9
Sex: M+F
Sources:
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:
unhealthy, 28+/-7.9
Health Status: unhealthy
Age Group: 28+/-7.9
Sex: M+F
Sources:
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:
unhealthy
Health Status: unhealthy
Sex: M+F
Sources:
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:
unhealthy
Health Status: unhealthy
Sex: M+F
Sources:
Diarrhea, Clostridium difficile mild|grade 5
Disc. AE
500 mg 4 times / day multiple, oral
Recommended
Dose: 500 mg, 4 times / day
Route: oral
Route: multiple
Dose: 500 mg, 4 times / day
Sources:
unhealthy
Hypersensitivity reaction serious|grade 5
Disc. AE
500 mg 4 times / day multiple, oral
Recommended
Dose: 500 mg, 4 times / day
Route: oral
Route: multiple
Dose: 500 mg, 4 times / day
Sources:
unhealthy
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Synthesis of novel hapten and production of generic monoclonal antibody for immunoassay of penicillins residues in milk.
2013
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.
2012-08-01
Identification of urinary microRNA profiles in rats that may diagnose hepatotoxicity.
2012-02
Human health risk assessment of pharmaceuticals in water: issues and challenges ahead.
2010-11
Prevalence of Group A b-Hemolytic Streptococcus Among Children with Tonsillopharyngitis in Kyrgyzstan: The Difficulty of Diagnostics and Therapy.
2010-10-13
How are antibacterials used in nursing homes? Results from a point-prevalence prescription study in 44 Norwegian nursing homes.
2010-10
Antibiotic prescribing practices by dentists: a review.
2010-07-21
Decreased Streptococcus pneumoniae susceptibility to oral antibiotics among children in rural Vietnam: a community study.
2010-03-31
A prospective multi-center trial of Escherichia coli extract for the prophylactic treatment of patients with chronically recurrent cystitis.
2010-03
Challenges of cellulitis in a lymphedematous extremity: a case report.
2009-12-22
[An exceptional component C3 deficiency revealed by serum protein electrophoresis].
2009-11-27
Antibiotic prescribing in paediatric populations: a comparison between Viareggio, Italy and Funen, Denmark.
2009-08
Hypersensitivity reactions to penicillins: studies in a group of patients with negative benzylpenicillin G skin test.
2009-06
Specific IgG antibodies in sera in patients with penicillin allergy.
2009-06
The role of phenoxymethylpenicillin, amoxicillin, metronidazole and clindamycin in the management of acute dentoalveolar abscesses--a review.
2009-04-11
SDRIFE (baboon syndrome) induced by penicillin.
2009-04
Acute tonsillopharyngitis in a family practice in Mostar, Bosnia and Herzegovina.
2009-03
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
Treatment and prevention of Lyme disease.
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
Effects of treatment with antimicrobial agents on the human colonic microflora.
2008-12
Drug use in children: cohort study in three European countries.
2008-11-24
A randomized trial to monitor the efficacy and effectiveness by QT-NASBA of artemether-lumefantrine versus dihydroartemisinin-piperaquine for treatment and transmission control of uncomplicated Plasmodium falciparum malaria in western Kenya.
2008-11-18
Antistreptococcal treatment of guttate psoriasis: a controlled study.
2008-09
A comprehensive in vitro and in silico analysis of antibiotics that activate pregnane X receptor and induce CYP3A4 in liver and intestine.
2008-08
Antimicrobial susceptibility of periodontopathogenic bacteria.
2008-05
[Summary of the practice guideline 'Sore throat' (second revision) from the Dutch College of General Practitioners].
2008-02-23
Comparative bioavailability study of two phenoxymethylpenicillin potassium tablet formulations in healthy volunteers.
2007-12
Evaluation of phenoxymethylpenicillin treatment of acute otitis media in children aged 2-16.
2007-09
Aminopenicillin-induced exanthema allows treatment with certain cephalosporins or phenoxymethyl penicillin.
2007-07
Leukocyte counts in urine reflect the risk of concomitant sepsis in bacteriuric infants: a retrospective cohort study.
2007-06-13
Dishing the dirt on asthma: What we can learn from poor hygiene.
2007-06
Incidence of antibiotic prescribing in dental practice in Norway and its contribution to national consumption.
2007-06
Meningomylocele: An update.
2007-04
Association of IL-10 level and IL-10 promoter SNPs with specific antibodies in penicillin-allergic patients.
2007-03
[Express determination of beta-lactam antibiotics in biological matter with potentiometric sensors].
2007
[The microbiology of peritonsillar abscesses].
2007
Hypersensitivity to penicillin V with good tolerance to other beta-lactams.
2007
HLA-DRB genotype and specific IgE responses in patients with allergies to penicillins.
2006-03-20
Clinical practice. Antibiotic allergy.
2006-02-09
Tigecycline: an evidence-based review of its antibacterial activity and effectiveness in complicated skin and soft tissue and intraabdominal infections.
2006
Comparison of a two- or three-week regimen and a review of treatment of erythema migrans with phenoxymethylpenicillin.
2006
Decrease of selective immunoglobulin E response to amoxicillin despite repeated administration of benzylpenicillin and penicillin V.
2005-12
Identification of penicillin allergenic determinants that bind IgE antibodies in the sera of subjects with penicillin allergy.
1990-11
Effect of drugs influencing synthesis of prostaglandins on haloperidol-induced catalepsy in rats.
1984-07-01
[Leukocytoclastic vasculitis due to drug allergy presenting as generalized pustular exanthema].
1981-09
Assessment of the "E' book as a tool for drug monitoring.
1981-03
[Immune hemolytic anemia and thrombocytopenia after peroral therapy with a penicillin derivative (phenoxymethylpenicillin)].
1977
[The antiviral activity of the antibiotics beromycin and carminomycin].
1974-02
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
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:08:55 GMT 2025
Edited
by admin
on Mon Mar 31 22:08:55 GMT 2025
Record UNII
44MHH77OIC
Record Status Validated (UNII)
Record Version
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Name Type Language
BENZATHINE PHENOXYMETHYLPENICILLIN TETRAHYDRATE
Preferred Name English
PENICILLIN V BENZATHINE TETRAHYDRATE
Common Name English
PHENOXYMETHYLPENICILLINE BENZATHINE TETRAHYDRATE
Common Name English
HYDROUS PHENOXYMETHYLPENICILLIN BENZATHINE
Common Name English
N<sup>1</sup>,N<sup>2</sup>-Dibenzylethane-1,2-diamine bis[(2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate] tetrahydrate
Common Name English
PHENOXYMETHYLPENICILLIN (BENZATHINE) TETRAHYDRATE [EP MONOGRAPH]
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, hydrate (2:1:4)
Systematic Name English
PHENOXYMETHYLPENICILLIN BENZATHINE [JAN]
Common Name English
PHENOXYMETHYLPENICILLIN (BENZATHINE) TETRAHYDRATE
Common Name English
Code System Code Type Description
FDA UNII
44MHH77OIC
Created by admin on Mon Mar 31 22:08:55 GMT 2025 , Edited by admin on Mon Mar 31 22:08:55 GMT 2025
PRIMARY
CAS
2113728-41-7
Created by admin on Mon Mar 31 22:08:55 GMT 2025 , Edited by admin on Mon Mar 31 22:08:55 GMT 2025
PRIMARY
PUBCHEM
11954248
Created by admin on Mon Mar 31 22:08:55 GMT 2025 , Edited by admin on Mon Mar 31 22:08:55 GMT 2025
PRIMARY
EPA CompTox
DTXSID20474643
Created by admin on Mon Mar 31 22:08:55 GMT 2025 , Edited by admin on Mon Mar 31 22:08:55 GMT 2025
PRIMARY
CAS
63690-57-3
Created by admin on Mon Mar 31 22:08:55 GMT 2025 , Edited by admin on Mon Mar 31 22:08:55 GMT 2025
ALTERNATIVE
SMS_ID
300000052020
Created by admin on Mon Mar 31 22:08:55 GMT 2025 , Edited by admin on Mon Mar 31 22:08:55 GMT 2025
PRIMARY
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PARENT -> SALT/SOLVATE
ANHYDROUS->SOLVATE
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ACTIVE MOIETY