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58-14-0

Basic Information
CAS No.: 58-14-0
Name: 2,4-Pyrimidinediamine,5-(4-chlorophenyl)-6-ethyl-
Molecular Structure:
Molecular Structure of 58-14-0 (2,4-Pyrimidinediamine,5-(4-chlorophenyl)-6-ethyl-)
Formula: C12H13ClN4
Molecular Weight: 248.74
Synonyms: 2,4-Diamino-5-(p-chlorophenyl)-6-ethylpyrimidine;5-(4-Chlorophenyl)-6-ethyl-2,4-pyrimidinediamine;
EINECS: 200-364-2
Density: 1.305 g/cm3
Melting Point: 233-234°C
Boiling Point: 491.5 °C at 760 mmHg
Flash Point: 251 °C
Solubility: Insoluble in water
Appearance: white solid
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety: 26
Transport Information: UN 3249
PSA: 77.82000
LogP: 3.68620
Synthetic route
95458-40-5

2,4-diamino-5-(3-azido-4-chlorophenyl)-6-ethylpyrimidine

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With hydrazine hydrate for 0.25h; Heating;85%
1679-18-1

4-Chlorophenylboronic acid

514854-13-8

2,4-diamino-6-ethyl-5-iodopyrimidine

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With dipotassium hydrogenphosphate; Pd(OAc)2(dppf)2 In 1,2-dimethoxyethane for 24h; Suzuki cross-coupling; Heating;76%
17039-14-4

5-(4-chlorophenyl)pyrimidine-2,4-diamine

4433-63-0

Ethyl boronic acid

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
Stage #1: 5-(4-chlorophenyl)pyrimidine-2,4-diamine With acetic acid; trifluoroacetic acid In acetonitrile at 20℃; for 0.166667h; Minisci Aromatic Substitution; Green chemistry;
Stage #2: Ethyl boronic acid With oxygen In acetonitrile at 110℃; under 760.051 Torr; for 10h; Minisci Aromatic Substitution; Green chemistry;
74%

C12H12ClN6(1+)*BF4(1-)

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With formamide; triethylamine Ambient temperature;64%

1-(4-chlorophenyl)-1-cyano-2-methoxybut-1-ene

50-01-1

guanidine hydrochloride

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With sodium methylate In various solvent(s) for 16h; Heating;50%
55474-40-3

α-(4-chlorophenyl)-α-propionylacetonitrile

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With diethyl ether anschliessenden Erwaermen mit Guanidin in Aethanol;
105640-59-3

6-ethyl-2-amino-5-(4-chloro-phenyl)-3H-pyrimidine-4-thione

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With ethanol; ammonia at 180℃;
100716-90-3

N-[4-ethyl-6-chloro-5-(4-chloro-phenyl)-pyrimidin-2-yl]-acetamide

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With ethanol; ammonia at 155℃;
With ammonia; phenol at 110℃;
67466-67-5

2-(4-chloro-phenyl)-3-isobutoxy-pent-2-enenitrile

141-52-6

sodium ethanolate

506-93-4

guanidine nitrate

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With ethanol

3-anilino-2-(4-chloro-phenyl)-pent-2-enenitrile

78-39-7

Triethyl orthoacetate

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
anschliessenden Erhitzen mit Guanidin in Aethanol auf 130grad/2 Torr;
71523-78-9

Diacetamidopyrimethamine

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With zinc(II) chloride In ethanol for 2h; Ambient temperature;
143947-40-4

N-[5-(4-Chloro-phenyl)-2-(2,2-dimethyl-propionylamino)-6-ethyl-pyrimidin-4-yl]-2,2-dimethyl-propionamide

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With zinc(II) chloride In ethanol for 2h; Heating;
Multi-step reaction with 3 steps
1: ZnCl2 / ethanol / 2 h / Heating
2: 76 percent / Heating
3: ZnCl2 / ethanol / 6 h / Heating
View Scheme
143947-41-5

C26H21ClN4O2

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With zinc(II) chloride In ethanol for 6h; Heating;
Multi-step reaction with 3 steps
1: ZnCl2 / ethanol / 6 h / Heating
2: 62 percent / Heating
3: ZnCl2 / ethanol / 2 h / Heating
View Scheme
2-ethyl-6-chloro-5-<4-chloro-phenyl>-pyrimidin-2-ylamine

2-ethyl-6-chloro-5-<4-chloro-phenyl>-pyrimidin-2-ylamine

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With ethanol; ammonia at 130℃;
141-52-6

sodium ethanolate

<1-ethyl-2-<4-chloro-phenyl>-2-cyano-vinyl>-guanidine

<1-ethyl-2-<4-chloro-phenyl>-2-cyano-vinyl>-guanidine

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With ethanol anschliessenden Erhitzen mit Guanidin in Aethanol auf 130grad/2 Torr;
113-00-8

guanidine nitrate

α-(4-chlorophenyl)-β-methoxy-α-propionylacrylonitrile

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
In dimethyl sulfoxide at 80℃; for 0.0833333h;0.70 g
5734-66-7

6-ethylisocytosine

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 90 percent / POCl3 / Heating
2: 35 percent aq. NH3
3: 56 percent / I2; aq. NaOH / CHCl3 / 5 h
4: 76 percent / Pd(OAc)2(dppf)2; aq. K2HPO4 / 1,2-dimethoxy-ethane / 24 h / Heating
View Scheme
514854-12-7

2,4-diamino-6-ethylpyrimidine

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 56 percent / I2; aq. NaOH / CHCl3 / 5 h
2: 76 percent / Pd(OAc)2(dppf)2; aq. K2HPO4 / 1,2-dimethoxy-ethane / 24 h / Heating
View Scheme
5734-67-8

2-amino-4-chloro-6-ethylpyrimidine

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 35 percent aq. NH3
2: 56 percent / I2; aq. NaOH / CHCl3 / 5 h
3: 76 percent / Pd(OAc)2(dppf)2; aq. K2HPO4 / 1,2-dimethoxy-ethane / 24 h / Heating
View Scheme
55474-40-3

α-(4-chlorophenyl)-α-propionylacetonitrile

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dioxane / 20 °C
2: 0.70 g / dimethylsulfoxide / 0.08 h / 80 °C
View Scheme
Multi-step reaction with 2 steps
1: 100 °C
2: anschliessenden Erhitzen mit Guanidin in Aethanol auf 130grad/2 Torr
View Scheme
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid; toluene
2: ethanol
View Scheme
140-53-4

p-chlorobenzyl cyanide

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: LDA / tetrahydrofuran / 0.17 h / -78 °C
1.2: 62 percent / tetrahydrofuran / -78 °C
2.1: dioxane / 20 °C
3.1: 0.70 g / dimethylsulfoxide / 0.08 h / 80 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium ethylate
2: 100 °C
3: anschliessenden Erhitzen mit Guanidin in Aethanol auf 130grad/2 Torr
View Scheme
Multi-step reaction with 2 steps
1: sodium ethylate
2: diethyl ether / anschliessenden Erwaermen mit Guanidin in Aethanol
View Scheme
Multi-step reaction with 4 steps
1.1: sodium ethanolate / ethanol / 4 h / 80 °C
2.1: sodium hydride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere
2.2: 5 h / 0 - 20 °C / Inert atmosphere
3.1: sodium ethanolate / ethanol / 10 h / 80 °C
4.1: trifluoroacetic acid; acetic acid / acetonitrile / 0.17 h / 20 °C / Green chemistry
4.2: 10 h / 110 °C / 760.05 Torr / Green chemistry
View Scheme

2,4-diamino-5-<4-chloro-3-(3-methyltriazen-1-yl)phenyl>-6-ethylpyrimidine

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 95 percent / 0.5M aq. HCl / 0.08 h / Heating
2: 1.) NaNO2, 5M aq. HCl; 2.) NaN3 / 1.) 0 deg C; 2.) 0 deg C, 2 h
3: 85 percent / 98percent hydrazine hydrate / 0.25 h / Heating
View Scheme
24851-19-2

2,4-diamino-5-(3-amino-4-chlorophenyl)-6-ethylpyrimidine

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) NaNO2, 5M aq. HCl; 2.) NaN3 / 1.) 0 deg C; 2.) 0 deg C, 2 h
2: 85 percent / 98percent hydrazine hydrate / 0.25 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 1.) 3M aq. HCl, aq. NaNO2 / 1.) 0 deg C; 2.) 0 deg C, 2 h
2: 95 percent / 0.5M aq. HCl / 0.08 h / Heating
3: 1.) NaNO2, 5M aq. HCl; 2.) NaN3 / 1.) 0 deg C; 2.) 0 deg C, 2 h
4: 85 percent / 98percent hydrazine hydrate / 0.25 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: NaNO2, aq. HBF4
2: 64 percent / Et3N, formamide / Ambient temperature
View Scheme
21813-35-4

2,4-diamino-5-(4-chloro-3-nitrophenyl)-6-ethylpyrimidine

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SnCl2*2H2O / ethanol / Heating
2: 1.) NaNO2, 5M aq. HCl; 2.) NaN3 / 1.) 0 deg C; 2.) 0 deg C, 2 h
3: 85 percent / 98percent hydrazine hydrate / 0.25 h / Heating
View Scheme
Multi-step reaction with 5 steps
1: SnCl2*2H2O / ethanol / Heating
2: 1.) 3M aq. HCl, aq. NaNO2 / 1.) 0 deg C; 2.) 0 deg C, 2 h
3: 95 percent / 0.5M aq. HCl / 0.08 h / Heating
4: 1.) NaNO2, 5M aq. HCl; 2.) NaN3 / 1.) 0 deg C; 2.) 0 deg C, 2 h
5: 85 percent / 98percent hydrazine hydrate / 0.25 h / Heating
View Scheme
100709-69-1

N-[4-ethyl-5-(4-chloro-phenyl)-6-oxo-1,6-dihydro-pyrimidin-2-yl]-acetamide

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trichlorophosphate
2: ammonia; phenol / 110 °C
View Scheme
62538-21-0

2-(4-chloro-phenyl)-3-oxo-propionitrile

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium hydride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere
1.2: 5 h / 0 - 20 °C / Inert atmosphere
2.1: sodium ethanolate / ethanol / 10 h / 80 °C
3.1: trifluoroacetic acid; acetic acid / acetonitrile / 0.17 h / 20 °C / Green chemistry
3.2: 10 h / 110 °C / 760.05 Torr / Green chemistry
View Scheme
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

21813-35-4

2,4-diamino-5-(4-chloro-3-nitrophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 50℃; for 1h;95%
With sulfuric acid; nitric acid 50 deg C, 1 h; 25 deg C, 18 h;
With sulfuric acid; nitric acid
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

A

nitropyrimethamine

nitropyrimethamine

B

21813-35-4

2,4-diamino-5-(4-chloro-3-nitrophenyl)-6-ethylpyrimidine

Conditions
ConditionsYield
A n/a
B 93.8%
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

108-24-7

acetic anhydride

71523-78-9

Diacetamidopyrimethamine

Conditions
ConditionsYield
for 2h; Heating;89%
With acetic acid for 1.5h; Heating;57%
2082-59-9

pentanoic anhydride

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

143947-39-1

Pentanoic acid [5-(4-chloro-phenyl)-6-ethyl-2-pentanoylamino-pyrimidin-4-yl]-amide

Conditions
ConditionsYield
Heating;88%
66387-70-0

6-bromo-2-phenyl-4H-benzo[2,3-d]-1,3-oxazin-4-one

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

3-[4-amino-5-(4-chloro-phenyl)-6-ethyl-pyrimidin-2-yl]-6-bromo-2-phenyl-3H-quinazolin-4-one

Conditions
ConditionsYield
In acetic acid for 6h; Heating;84%
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

123-62-6

propionic acid anhydride

143947-37-9

N-[5-(4-Chloro-phenyl)-6-ethyl-2-propionylamino-pyrimidin-4-yl]-propionamide

Conditions
ConditionsYield
Heating;83%
19165-25-4

2-methyl-6-bromo-4H-3,1-benzoxazine-4-one

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

3-[4-amino-5-(4-chloro-phenyl)-6-ethyl-pyrimidin-2-yl]-6-bromo-2-methyl-3H-quinazolin-4-one

Conditions
ConditionsYield
In acetic acid for 6h; Heating;83%
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

4-amino-6-ethyl-1,3,5-triazin-2-yl p-chlorophenyl ketone

Conditions
ConditionsYield
With air; hematoporphyrin In ethanol for 7h; Irradiation;81%
With air; hematoporphyrin In ethanol for 7h; Product distribution; Mechanism; Irradiation; further solvents and sensitizens;
106-31-0

butanoic acid anhydride

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

143947-38-0

N-[2-Butyrylamino-5-(4-chloro-phenyl)-6-ethyl-pyrimidin-4-yl]-butyramide

Conditions
ConditionsYield
Heating;77%
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

93-97-0

benzoic acid anhydride

143947-41-5

C26H21ClN4O2

Conditions
ConditionsYield
Heating;76%
75-75-2

methanesulfonic acid

58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

5-(4-chlorophenyl)-6-ethyl-2,4-pyrimidinediamine methane sulfonic acid

Conditions
ConditionsYield
In acetone at 20℃; for 1h; Solvent;70%
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

1538-75-6

2,2-dimethylpropanoic anhydride

143947-40-4

N-[5-(4-Chloro-phenyl)-2-(2,2-dimethyl-propionylamino)-6-ethyl-pyrimidin-4-yl]-2,2-dimethyl-propionamide

Conditions
ConditionsYield
Heating;62%
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

2-amino-5-(p-chlorophenyl)-t-6-ethyl-5,6-dihydro-r-5-hydroxy-4(3H)-pyrimidinone

Conditions
ConditionsYield
With sodium tetrahydroborate; air; rose bengal In ethanol for 24h; Irradiation;39%
With sodium tetrahydroborate; air; rose bengal In ethanol for 24h; Mechanism; Irradiation;
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

108-24-7

acetic anhydride

A

74124-11-1

acetyl-pyrimethamine

B

74124-12-2

triacetyl-pyrimethamine

Conditions
ConditionsYield
With pyridine Ambient temperature;A 31.5%
B 13%
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

91396-20-2

2-amino-5-(4-chlorophenyl)-6-ethylpyrimidin-4(3H)-one

Conditions
ConditionsYield
With hydrogenchloride; water
With hydrogenchloride In water for 48h; Reflux; Inert atmosphere;
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

108-24-7

acetic anhydride

74124-13-3

tetracetyl-pyrimethamine

Conditions
ConditionsYield
With pyridine Ambient temperature;
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

75-36-5

acetyl chloride

71523-78-9

Diacetamidopyrimethamine

Conditions
ConditionsYield
With dmap In pyridine for 12h; Ambient temperature;
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

A

91396-20-2

2-amino-5-(4-chlorophenyl)-6-ethylpyrimidin-4(3H)-one

B

93456-61-2

4-amino-5-(4-chlorophenyl)-6-ethylpyrimidin-2(1H)-one

Conditions
ConditionsYield
With hydrogenchloride In water for 18h; Heating;A 33 % Spectr.
B 67 % Spectr.
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

A

104498-88-6

2-amino-5-(4-chlorophenyl)-6-ethylpyrimidin-4(3H)-one hydrochloride

B

93456-61-2

4-amino-5-(4-chlorophenyl)-6-ethylpyrimidin-2(1H)-one

Conditions
ConditionsYield
With hydrogenchloride In water Product distribution; boiling, 18 h; 4 deg C, 6 d; further pyrimethamine derivatives, further reagent;A 33 % Spectr.
B 7 % Spectr.
58-14-0

2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidine

Phenoxy-acetic acid (E)-10-oxo-dec-5-enyl ester

Conditions
ConditionsYield
With sodium acetate; pyridinium chlorochromate In dichloromethane for 2h; Ambient temperature;
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    58-14-0

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  • High Quality 2,4-Pyrimidinediamine,5-(4-chlorophenyl)-6-ethyl

  • Casno:

    58-14-0

    High Quality 2,4-Pyrimidinediamine,5-(4-chlorophenyl)-6-ethyl

    Min.Order: 1 Gram

    FOB Price:  USD $ 1.0-1.0/Gram

    Qingdao Sigma Chemical Ltd is is a global chemical industry manufacturers and suppliers of pharmaceuticals and intermediates, peptide,Nootropis etc API, food and feed additives, herbal extracts, agrochemicals and fine chemicals etc. Our Labo

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Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 13 ,1977,p. 233.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (feed); Inadequate Studies: mouse NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-77 ,1978. ; (feed); No Evidence: rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-77 ,1978. . EPA Genetic Toxicology Program.

Specification

The Pyrimethamine, with the CAS registry number 58-14-0 and EINECS registry number 200-364-2, has the systematic name of 5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine. It is also called Daraprim, and the molecular formula of this chemical is C12H13ClN4. It is a kind of white solid, and harmful if swallowed, so you had better be careful. It is sensitive to exposure to light, and insoluble in water. What's more, it should be stored at 0-6°C.

The physical properties of Pyrimethamine are as following: (1)ACD/LogP: 2.75; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.49; (4)ACD/LogD (pH 7.4): 2.66; (5)ACD/BCF (pH 5.5): 3.95; (6)ACD/BCF (pH 7.4): 58.84; (7)ACD/KOC (pH 5.5): 40.66; (8)ACD/KOC (pH 7.4): 606.32; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 32.26 Å2; (13)Index of Refraction: 1.655; (14)Molar Refractivity: 69.94 cm3; (15)Molar Volume: 190.4 cm3; (16)Polarizability: 27.72×10-24cm3; (17)Surface Tension: 61.3 dyne/cm; (18)Density: 1.305 g/cm3; (19)Flash Point: 251 °C; (20)Enthalpy of Vaporization: 75.82 kJ/mol; (21)Boiling Point: 491.5 °C at 760 mmHg; (22)Vapour Pressure: 8.34E-10 mmHg at 25°C.

Applications of Pyrimethamine: It is a medication used for protozoal infections,. It is commonly used as an antimalarial drug (for both treatment and prevention of malaria). and combined with sulfadiazine, it can be used in the treatment of Toxoplasma gondii infections in immunocompromised patients, such as HIV-positive individuals. What's more, it is one of the folic acid antagonists that is used as an antimalarial or with a sulfonamide to treat toxoplasmosis.

Uses of Pyrimethamine: It can react with butyric acid anhydride to produce N-[2-butyrylamino-5-(4-chloro-phenyl)-6-ethyl-pyrimidin-4-yl]-butyramide. This reaction will need heating, and the yield is about 77%.

Pyrimethamine can react with butyric acid anhydride to produce N-[2-butyrylamino-5-(4-chloro-phenyl)-6-ethyl-pyrimidin-4-yl]-butyramide

You can still convert the following datas into molecular structure:
(1)SMILES: Clc2ccc(c1c(nc(nc1CC)N)N)cc2
(2)InChI: InChI=1/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)
(3)InChIKey: WKSAUQYGYAYLPV-UHFFFAOYAW

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LDLo intraperitoneal 75mg/kg (75mg/kg)   United States Patent Document. Vol. #3919229,
hamster LDLo oral 250mg/kg (250mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Teratology, The International Journal of Abnormal Development. Vol. 4, Pg. 205, 1971.
infant TDLo unreported 19mg/kg/31D-I (19mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA

BLOOD: NORMOCYTIC ANEMIA
Journal of Analytical Toxicology. Vol. 17, Pg. 248, 1993.
mouse LD50 intraperitoneal 74mg/kg (74mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 9, Pg. 658, 1974.
mouse LD50 oral 92mg/kg (92mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 6, Pg. 185, 1951.
mouse LDLo subcutaneous 160mg/kg (160mg/kg)   Journal of Medicinal Chemistry. Vol. 16, Pg. 1399, 1973.
rat LD50 intraperitoneal 70mg/kg (70mg/kg)   "International Congress of Chemotherapy, Proceedings of the 3rd Congress, 1963," Kuemmerle, H.P., and Prezios, P., Stuttgart, Fed. Rep. Ger., Georg Thieme Verlag, 1964Vol. -, Pg. 367, 1964.
rat LD50 oral 440mg/kg (440mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Journal of Chemotherapy. Vol. 5, Pg. 400, 1993.