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

Details

Stereochemistry ACHIRAL
Molecular Formula C12H13ClN4
Molecular Weight 248.711
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYRIMETHAMINE

SMILES

CCC1=C(C(N)=NC(N)=N1)C2=CC=C(Cl)C=C2

InChI

InChIKey=WKSAUQYGYAYLPV-UHFFFAOYSA-N
InChI=1S/C12H13ClN4/c1-2-9-10(11(14)17-12(15)16-9)7-3-5-8(13)6-4-7/h3-6H,2H2,1H3,(H4,14,15,16,17)

HIDE SMILES / InChI

Molecular Formula C12H13ClN4
Molecular Weight 248.711
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 https://www.ncbi.nlm.nih.gov/pubmed/9554869

Pyrimethamine, sold under the trade name Daraprim, is one of the folic acid antagonists that is used as an antimalarial or with a sulfonamide to treat toxoplasmosis. In addition it was approved in Chemoprophylaxis of Malaria. However, resistance to pyrimethamine is prevalent worldwide. It is not suitable as a prophylactic agent for travelers to most areas. Pyrimethamine is well absorbed with peak levels occurring between 2 to 6 hours following administration. It is eliminated slowly and has a plasma half-life of approximately 96 hours. Pyrimethamine is 87% bound to human plasma proteins. Pyrimethamine acts by selectively inhibiting malarial dihydrofolate reductase-thymidylate synthase and the rationale for its therapeutic action is based on the differential requirement between host and parasite for nucleic acid precursors involved in growth. This activity is highly selective against plasmodia and Toxoplasma gondii. Pyrimethamine possesses blood schizonticidal and some tissue schizonticidal activity against malaria parasites of humans. The action of pyrimethamine against Toxoplasma gondii is greatly enhanced when used in conjunction with sulfonamides.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.5 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
DARAPRIM

Approved Use

Treatment of Toxoplasmosis: DARAPRIM is indicated for the treatment of toxoplasmosis when used conjointly with a sulfonamide, since synergism exists with this combination. Treatment of Acute Malaria: DARAPRIM is also indicated for the treatment of acute malaria. It should not be used alone to treat acute malaria. Fast-acting schizonticides such as chloroquine or quinine are indicated and preferable for the treatment of acute malaria. However, conjoint use of DARAPRIM with a sulfonamide (e.g., sulfadoxine) will initiate transmission control and suppression of susceptible strains of plasmodia. Chemoprophylaxis of Malaria: DARAPRIM is indicated for the chemoprophylaxis of malaria due to susceptible strains of plasmodia. However, resistance to pyrimethamine is prevalent worldwide. It is not suitable as a prophylactic agent for travelers to most areas.

Launch Date

-5.34556803E11
Curative
DARAPRIM

Approved Use

Treatment of Toxoplasmosis: DARAPRIM is indicated for the treatment of toxoplasmosis when used conjointly with a sulfonamide, since synergism exists with this combination. Treatment of Acute Malaria: DARAPRIM is also indicated for the treatment of acute malaria. It should not be used alone to treat acute malaria. Fast-acting schizonticides such as chloroquine or quinine are indicated and preferable for the treatment of acute malaria. However, conjoint use of DARAPRIM with a sulfonamide (e.g., sulfadoxine) will initiate transmission control and suppression of susceptible strains of plasmodia. Chemoprophylaxis of Malaria: DARAPRIM is indicated for the chemoprophylaxis of malaria due to susceptible strains of plasmodia. However, resistance to pyrimethamine is prevalent worldwide. It is not suitable as a prophylactic agent for travelers to most areas.

Launch Date

-5.34556803E11
Preventing
DARAPRIM

Approved Use

Treatment of Toxoplasmosis: DARAPRIM is indicated for the treatment of toxoplasmosis when used conjointly with a sulfonamide, since synergism exists with this combination. Treatment of Acute Malaria: DARAPRIM is also indicated for the treatment of acute malaria. It should not be used alone to treat acute malaria. Fast-acting schizonticides such as chloroquine or quinine are indicated and preferable for the treatment of acute malaria. However, conjoint use of DARAPRIM with a sulfonamide (e.g., sulfadoxine) will initiate transmission control and suppression of susceptible strains of plasmodia. Chemoprophylaxis of Malaria: DARAPRIM is indicated for the chemoprophylaxis of malaria due to susceptible strains of plasmodia. However, resistance to pyrimethamine is prevalent worldwide. It is not suitable as a prophylactic agent for travelers to most areas.

Launch Date

-5.34556803E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
2.059 μg/mL
50 mg 1 times / day steady-state, oral
dose: 50 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered: Zidovudine
PYRIMETHAMINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
502.9 μg × h/mL
50 mg 1 times / day steady-state, oral
dose: 50 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered: Zidovudine
PYRIMETHAMINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
190.56 h
50 mg 1 times / day steady-state, oral
dose: 50 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered: Zidovudine
PYRIMETHAMINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
13%
PYRIMETHAMINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
1.625 g single, oral
Overdose
Dose: 1.625 g
Route: oral
Route: single
Dose: 1.625 g
Sources: Page: p.19
healthy, 1
n = 1
Health Status: healthy
Age Group: 1
Sex: M
Population Size: 1
Sources: Page: p.19
Disc. AE: Vomiting, Convulsions...
AEs leading to
discontinuation/dose reduction:
Vomiting
Convulsions (severe)
Cyanosis
Sources: Page: p.19
625 mg single, oral
Overdose
Dose: 625 mg
Route: oral
Route: single
Dose: 625 mg
Sources: Page: p.19
healthy, 1
n = 1
Health Status: healthy
Age Group: 1
Population Size: 1
Sources: Page: p.19
Disc. AE: Convulsions, Respiratory failure...
AEs leading to
discontinuation/dose reduction:
Convulsions
Respiratory failure (grade 5)
Sources: Page: p.19
1.2 g single, oral
Overdose
Dose: 1.2 g
Route: oral
Route: single
Dose: 1.2 g
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: M
Population Size: 1
Sources: Page: p.19
Disc. AE: Cyanosis, Vomiting...
AEs leading to
discontinuation/dose reduction:
Cyanosis
Vomiting (severe)
Convulsions
Apnoea
Haematemesis
Cardiac failure (grade 5)
Sources: Page: p.19
400 mg single, oral
Overdose
Dose: 400 mg
Route: oral
Route: single
Dose: 400 mg
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: F
Population Size: 1
Sources: Page: p.19
Disc. AE: Convulsions, Vomiting...
AEs leading to
discontinuation/dose reduction:
Convulsions (severe)
Vomiting
Cyanosis
Collapse
Sources: Page: p.19
625 mg single, oral
Overdose
Dose: 625 mg
Route: oral
Route: single
Dose: 625 mg
Sources: Page: p.19
healthy, 3
n = 1
Health Status: healthy
Age Group: 3
Sex: F
Population Size: 1
Sources: Page: p.19
Disc. AE: Convulsions, Unconsciousness...
AEs leading to
discontinuation/dose reduction:
Convulsions (grade 5)
Unconsciousness (grade 5)
Sources: Page: p.19
300 mg single, oral (min)
Overdose
Dose: 300 mg
Route: oral
Route: single
Dose: 300 mg
Sources: Page: p.3
unhealthy
Health Status: unhealthy
Condition: Toxoplasmosis
Sources: Page: p.3
Disc. AE: Convulsions, Abdominal pain...
AEs leading to
discontinuation/dose reduction:
Convulsions
Abdominal pain
Nausea
Vomiting (severe)
Excitability
Respiratory depression (grade 5)
Circulatory collapse (grade 5)
Sources: Page: p.3
75 mg 1 times / day multiple, oral (max)
Recommended
Dose: 75 mg, 1 times / day
Route: oral
Route: multiple
Dose: 75 mg, 1 times / day
Sources: Page: p.2
unhealthy
Health Status: unhealthy
Condition: Toxoplasmosis
Sources: Page: p.2
Disc. AE: Folate deficiency...
AEs leading to
discontinuation/dose reduction:
Folate deficiency
Sources: Page: p.2
AEs

AEs

AESignificanceDosePopulation
Cyanosis Disc. AE
1.625 g single, oral
Overdose
Dose: 1.625 g
Route: oral
Route: single
Dose: 1.625 g
Sources: Page: p.19
healthy, 1
n = 1
Health Status: healthy
Age Group: 1
Sex: M
Population Size: 1
Sources: Page: p.19
Vomiting Disc. AE
1.625 g single, oral
Overdose
Dose: 1.625 g
Route: oral
Route: single
Dose: 1.625 g
Sources: Page: p.19
healthy, 1
n = 1
Health Status: healthy
Age Group: 1
Sex: M
Population Size: 1
Sources: Page: p.19
Convulsions severe
Disc. AE
1.625 g single, oral
Overdose
Dose: 1.625 g
Route: oral
Route: single
Dose: 1.625 g
Sources: Page: p.19
healthy, 1
n = 1
Health Status: healthy
Age Group: 1
Sex: M
Population Size: 1
Sources: Page: p.19
Convulsions Disc. AE
625 mg single, oral
Overdose
Dose: 625 mg
Route: oral
Route: single
Dose: 625 mg
Sources: Page: p.19
healthy, 1
n = 1
Health Status: healthy
Age Group: 1
Population Size: 1
Sources: Page: p.19
Respiratory failure grade 5
Disc. AE
625 mg single, oral
Overdose
Dose: 625 mg
Route: oral
Route: single
Dose: 625 mg
Sources: Page: p.19
healthy, 1
n = 1
Health Status: healthy
Age Group: 1
Population Size: 1
Sources: Page: p.19
Apnoea Disc. AE
1.2 g single, oral
Overdose
Dose: 1.2 g
Route: oral
Route: single
Dose: 1.2 g
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: M
Population Size: 1
Sources: Page: p.19
Convulsions Disc. AE
1.2 g single, oral
Overdose
Dose: 1.2 g
Route: oral
Route: single
Dose: 1.2 g
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: M
Population Size: 1
Sources: Page: p.19
Cyanosis Disc. AE
1.2 g single, oral
Overdose
Dose: 1.2 g
Route: oral
Route: single
Dose: 1.2 g
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: M
Population Size: 1
Sources: Page: p.19
Haematemesis Disc. AE
1.2 g single, oral
Overdose
Dose: 1.2 g
Route: oral
Route: single
Dose: 1.2 g
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: M
Population Size: 1
Sources: Page: p.19
Cardiac failure grade 5
Disc. AE
1.2 g single, oral
Overdose
Dose: 1.2 g
Route: oral
Route: single
Dose: 1.2 g
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: M
Population Size: 1
Sources: Page: p.19
Vomiting severe
Disc. AE
1.2 g single, oral
Overdose
Dose: 1.2 g
Route: oral
Route: single
Dose: 1.2 g
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: M
Population Size: 1
Sources: Page: p.19
Collapse Disc. AE
400 mg single, oral
Overdose
Dose: 400 mg
Route: oral
Route: single
Dose: 400 mg
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: F
Population Size: 1
Sources: Page: p.19
Cyanosis Disc. AE
400 mg single, oral
Overdose
Dose: 400 mg
Route: oral
Route: single
Dose: 400 mg
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: F
Population Size: 1
Sources: Page: p.19
Vomiting Disc. AE
400 mg single, oral
Overdose
Dose: 400 mg
Route: oral
Route: single
Dose: 400 mg
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: F
Population Size: 1
Sources: Page: p.19
Convulsions severe
Disc. AE
400 mg single, oral
Overdose
Dose: 400 mg
Route: oral
Route: single
Dose: 400 mg
Sources: Page: p.19
healthy, 2
n = 1
Health Status: healthy
Age Group: 2
Sex: F
Population Size: 1
Sources: Page: p.19
Convulsions grade 5
Disc. AE
625 mg single, oral
Overdose
Dose: 625 mg
Route: oral
Route: single
Dose: 625 mg
Sources: Page: p.19
healthy, 3
n = 1
Health Status: healthy
Age Group: 3
Sex: F
Population Size: 1
Sources: Page: p.19
Unconsciousness grade 5
Disc. AE
625 mg single, oral
Overdose
Dose: 625 mg
Route: oral
Route: single
Dose: 625 mg
Sources: Page: p.19
healthy, 3
n = 1
Health Status: healthy
Age Group: 3
Sex: F
Population Size: 1
Sources: Page: p.19
Abdominal pain Disc. AE
300 mg single, oral (min)
Overdose
Dose: 300 mg
Route: oral
Route: single
Dose: 300 mg
Sources: Page: p.3
unhealthy
Health Status: unhealthy
Condition: Toxoplasmosis
Sources: Page: p.3
Convulsions Disc. AE
300 mg single, oral (min)
Overdose
Dose: 300 mg
Route: oral
Route: single
Dose: 300 mg
Sources: Page: p.3
unhealthy
Health Status: unhealthy
Condition: Toxoplasmosis
Sources: Page: p.3
Excitability Disc. AE
300 mg single, oral (min)
Overdose
Dose: 300 mg
Route: oral
Route: single
Dose: 300 mg
Sources: Page: p.3
unhealthy
Health Status: unhealthy
Condition: Toxoplasmosis
Sources: Page: p.3
Nausea Disc. AE
300 mg single, oral (min)
Overdose
Dose: 300 mg
Route: oral
Route: single
Dose: 300 mg
Sources: Page: p.3
unhealthy
Health Status: unhealthy
Condition: Toxoplasmosis
Sources: Page: p.3
Circulatory collapse grade 5
Disc. AE
300 mg single, oral (min)
Overdose
Dose: 300 mg
Route: oral
Route: single
Dose: 300 mg
Sources: Page: p.3
unhealthy
Health Status: unhealthy
Condition: Toxoplasmosis
Sources: Page: p.3
Respiratory depression grade 5
Disc. AE
300 mg single, oral (min)
Overdose
Dose: 300 mg
Route: oral
Route: single
Dose: 300 mg
Sources: Page: p.3
unhealthy
Health Status: unhealthy
Condition: Toxoplasmosis
Sources: Page: p.3
Vomiting severe
Disc. AE
300 mg single, oral (min)
Overdose
Dose: 300 mg
Route: oral
Route: single
Dose: 300 mg
Sources: Page: p.3
unhealthy
Health Status: unhealthy
Condition: Toxoplasmosis
Sources: Page: p.3
Folate deficiency Disc. AE
75 mg 1 times / day multiple, oral (max)
Recommended
Dose: 75 mg, 1 times / day
Route: oral
Route: multiple
Dose: 75 mg, 1 times / day
Sources: Page: p.2
unhealthy
Health Status: unhealthy
Condition: Toxoplasmosis
Sources: Page: p.2
Overview

Overview

Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
inconclusive [Activation 10 uM]
inconclusive [Activation 39.8107 uM]
inconclusive [Activation 5.0119 uM]
inconclusive [Activation 7.9433 uM]
inconclusive [Activation >10 uM]
no [Activation >10 uM]
no
no
weak [IC50 200.1 uM]
yes [IC50 0.131 uM]
yes [IC50 1.8 uM]
yes [IC50 4.55 uM]
yes [IC50 45.1 uM]
yes
yes
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
PubMed

PubMed

TitleDatePubMed
[Pyrimethamine-induced megaloblatic anemia in florid toxoplasmosis].
1976 Feb 13
In vivo assessment of antimicrobial agents against Toxoplasma gondii by quantification of parasites in the blood, lungs, and brain of infected mice.
1990 Aug
Pneumocystis carinii dihydrofolate reductase used to screen potential antipneumocystis drugs.
1991 Jul
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.
1992 Sep
The effect of artesunate combined with standard antimalarials against chloroquine-sensitive and chloroquine-resistant strains of Plasmodium falciparum in vitro.
1999 Jul-Aug
Anti-toxoplasma activities of antiretroviral drugs and interactions with pyrimethamine and sulfadiazine in vitro.
2000 Sep
Application of higher throughput screening (HTS) inhibition assays to evaluate the interaction of antiparasitic drugs with cytochrome P450s.
2001 Jan
Activity of gatifloxacin alone or in combination with pyrimethamine or gamma interferon against Toxoplasma gondii.
2001 Jan
A trial of proguanil-dapsone in comparison with sulfadoxine-pyrimethamine for the clearance of Plasmodium falciparum infections in Tanzania.
2001 Jul-Aug
[Therapeutic potential of protein kinase CK2 modulators].
2002
Inhibition of glutathione S-transferases by antimalarial drugs possible implications for circumventing anticancer drug resistance.
2002 Feb 10
In vitro activities of pentamidine, pyrimethamine, trimethoprim, and sulfonamides against Aspergillus species.
2002 Jun
Selection of drugs to test the specificity of the Tg.AC assay by screening for induction of the gadd153 promoter in vitro.
2003 Aug
Effect of immunomodulator daraprim on potentiation of vaccine protection of leishmania major in BALB/c mice.
2003 Mar
[Disulone].
2004 Dec
Patterns of resistance and DHFR/DHPS genotypes of Plasmodium falciparum in rural Tanzania prior to the adoption of sulfadoxine-pyrimethamine as first-line treatment.
2004 Jun
Dapsone hypersensitivity syndrome masquerading as a viral exanthem: three cases and a mini-review.
2004 May
Pyrimethamine (2,4-diamino-5-p-chlorophenyl-6-ethylpyrimidine) induces apoptosis of freshly isolated human T lymphocytes, bypassing CD95/Fas molecule but involving its intrinsic pathway.
2005 Dec
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Sulfonamide crystals and acute renal failure.
2006 Jun
Presumed dapsone-induced drug hypersensitivity syndrome causing reversible hypersensitivity myocarditis and thyrotoxicosis.
2006 Nov
Suppression of telomerase activity by pyrimethamine: implication to cancer.
2007 Oct
A comparison of vitamin A and leucovorin for the prevention of methotrexate-induced micronuclei production in rat bone marrow.
2008 Dec
Anti-toxoplasmosis effects of oleuropein isolated from Fraxinus rhychophylla.
2008 Dec
Impact of placental Plasmodium falciparum malaria on pregnancy and perinatal outcome in sub-Saharan Africa: part III: placental malaria, maternal health, and public health.
2008 Mar
Changes in malaria indices between 1999 and 2007 in The Gambia: a retrospective analysis.
2008 Nov 1
Antifolate activity of pyrimethamine enhances temozolomide-induced cytotoxicity in melanoma cells.
2009 May
Self-reported data: a major tool to assess compliance with anti-malarial combination therapy among children in Senegal.
2009 Nov 17
Cost effectiveness of seasonal intermittent preventive treatment using amodiaquine & artesunate or sulphadoxine-pyrimethamine in Ghanaian children.
2010 Aug 17
In vitro and in vivo characterization of the antimalarial lead compound SSJ-183 in Plasmodium models.
2013
A new protoberberine alkaloid from Meconopsis simplicifolia (D. Don) Walpers with potent antimalarial activity against a multidrug resistant Plasmodium falciparum strain.
2013 Dec 12
Synthesis, characterization and antimalarial activity of quinoline-pyrimidine hybrids.
2013 Jan 1
Patents

Sample Use Guides

Toxoplasmosis: The adult starting dose is 50 to 75 mg of the drug daily, together with 1 to 4 g daily of a sulfonamide of the sulfapyrimidine type, e.g., sulfadoxine. This dosage is ordinarily continued for 1 to 3 weeks, depending on the response of the patient and tolerance to therapy. The dosage may then be reduced to about one half that previously given for each drug and continued for an additional 4 to 5 weeks. The pediatric dosage of DARAPRIM (PYRIMETHAMINE) is 1 mg/kg/day divided into 2 equal daily doses; after 2 to 4 days this dose may be reduced to one half and continued for approximately 1 month. The usual pediatric sulfonamide dosage is used in conjunction with DARAPRIM. Treatment of Acute Malaria: at a dosage of 25 mg daily for 2 days with a sulfonamide will initiate transmission control and suppression of non-falciparum malaria. The adult dosage for acute malaria is 50 mg for 2 days; children 4 through 10 years old may be given 25 mg daily for 2 days. In any event, clinical cure should be followed by the once-weekly regimen described below for chemoprophylaxis. Regimens which include suppression should be extended through any characteristic periods of early recrudescence and late relapse, i.e., for at least 10 weeks in each case. For Chemoprophylaxis of Malaria: Adults and pediatric patients over 10 years — 25 mg (1 tablet) once weekly. Children 4 through 10 years — 12.5 mg (1/2 tablet) once weekly. Infants and children under 4 years — 6.25 mg (1/4 tablet) once weekly.
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: The cytotoxic influence of Pyrimethamine on prostate cell line was investigated using an in vitro colometric assay. Cytotoxicity analysis of pyrimethamine revealed a dose-dependent fashion. An apoptotic influence of pyrimethamine was also confirmed by data obtained from TUNEL assay. Dose-dependent inhibitory effect on matrix metalloproteinases (MMP) was seen in pyrimethamine. A potent inhibitory effect of pyrimethamine was also established by data achieved from TRAPeze telomerase detection kit.
Unknown
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:51:55 UTC 2023
Edited
by admin
on Wed Jul 05 22:51:55 UTC 2023
Record UNII
Z3614QOX8W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PYRIMETHAMINE
EP   GREEN BOOK   INN   JAN   MART.   MI   ORANGE BOOK   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
INN  
Official Name English
PYRIMETHAMINE [MART.]
Common Name English
PYRIMETHAMINE [WHO-IP]
Common Name English
FANSIDAR COMPONENT PYRIMETHAMINE
Common Name English
RP-4753
Code English
2,4-DIAMINO-5-(P-CHLOROPHENYL)-6-ETHYLPYRIMIDINE
Common Name English
PYRIMETHAMINE [VANDF]
Common Name English
CHLORIDINE
Common Name English
DARAPRIM
Brand Name English
Pyrimethamine [WHO-DD]
Common Name English
PYRIMETHAMINE COMPONENT OF FANSIDAR
Common Name English
WR-2978
Code English
PYRIMETHAMINE [JAN]
Common Name English
PYRIMETHAMINE [USP MONOGRAPH]
Common Name English
PYRIMETHAMINE [IARC]
Common Name English
pyrimethamine [INN]
Common Name English
PYRIMETHAMINE [MI]
Common Name English
PYRIMETHAMINE [GREEN BOOK]
Common Name English
GNF-PF-5586
Code English
TCMDC-125860
Code English
PYRIMETHAMINE [EP MONOGRAPH]
Common Name English
PYRIMETHAMINE [USP-RS]
Common Name English
PYRIMETHAMINUM [WHO-IP LATIN]
Common Name English
2,4-PYRIMIDINEDIAMINE, 5-(4-CHLOROPHENYL)-6-ETHYL-
Systematic Name English
NSC-3061
Code English
PYRIMETHAMINE [ORANGE BOOK]
Common Name English
Classification Tree Code System Code
LIVERTOX NBK548044
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
NDF-RT N0000000191
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
NDF-RT N0000000191
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
WHO-ATC P01BD51
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
NDF-RT N0000175934
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.5.3.1 (SUL/PYR)
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
FDA ORPHAN DRUG 232206
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
EPA PESTICIDE CODE 600071
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.5.4
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
IARC Pyrimethamine
NCI_THESAURUS C271
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
NCI_THESAURUS C2153
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
WHO-ATC P01BF04
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
CFR 21 CFR 520.2215
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
WHO-VATC QP51AX51
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
WHO-ATC P01BD01
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
Code System Code Type Description
MERCK INDEX
M9368
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY Merck Index
MESH
D011739
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY
DAILYMED
Z3614QOX8W
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY
RS_ITEM_NUM
1589007
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY
PUBCHEM
4993
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY
ChEMBL
CHEMBL36
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
PYRIMETHAMINE
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY Description: A white, crystalline powder; odourless. Solubility: Practically insoluble in water; slightly soluble in ethanol (~750 g/l) TS and acetone R. Category: Antimalarial. Storage: Pyrimethamine should be kept in a well-closed container, protected from light. Definition: Pyrimethamine contains not less than 99.0% and not more than 101.0% of C12H13ClN4, calculated with reference to the dried substance.
WIKIPEDIA
PYRIMETHAMINE
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY
INN
2215
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY
RXCUI
9010
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY RxNorm
CAS
58-14-0
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY
CHEBI
8673
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
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IUPHAR
4800
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
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DRUG BANK
DB00205
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
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FDA UNII
Z3614QOX8W
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY
EVMPD
SUB10169MIG
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
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NCI_THESAURUS
C788
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
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NSC
3061
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
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EPA CompTox
DTXSID9021217
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
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SMS_ID
100000080868
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-364-2
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
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LACTMED
Pyrimethamine
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
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LACTMED
Sulfadoxine and Pyrimethamine
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
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DRUG CENTRAL
2332
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
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HSDB
8042
Created by admin on Wed Jul 05 22:51:55 UTC 2023 , Edited by admin on Wed Jul 05 22:51:55 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
BINDER->LIGAND
BINDING
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC