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Antibiotics and anti-infectives

Pyrimethamine

Also known as Daraprim, Chloridine, 5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine

CAS 58-14-0Formula C12H13ClN4Molar mass 248.72 g/molEC 200-364-2
GHS signal word: Warning. Pictograms: Harmful or irritant 115 suppliers listed Drug substance
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Pyrimethamine chemical structure, C12H13ClN4, CAS 58-14-0
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Crystals
Melting point
233 to 234
Solubility
In water, 10 mg/L (temperature not specified)
HS code
293359
Category
Antibiotics and anti-infectives
UN number
UN 2811
Illustrative photo, a shrink wrapped pallet of kraft paper sacks in a chemical plant
Typical packagingIllustrative packaging image, not the actual product

What is Pyrimethamine?

Plain description, key identifiers and synonyms

Pyrimethamine is an aminopyrimidine that is pyrimidine-2,4-diamine which is substituted at position 5 by a p-chlorophenyl group and at position 6 by an ethyl group. It is a folic acid antagonist used as an antimalarial or with a sulfonamide to treat toxoplasmosis. It has a role as an antiprotozoal drug, an antimalarial and an EC 1.5.1.3 (dihydrofolate reductase) inhibitor. It is an aminopyrimidine and a member of monochlorobenzenes.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
CAS number
58-14-0 CAS number cross-checked
EC number
200-364-2
Molecular formula
C12H13ClN4
UNII
Z3614QOX8W
MDL number
MFCD00057350
InChIKey
WKSAUQYGYAYLPV-UHFFFAOYSA-N
InChI
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)
SMILES (canonical and isomeric)
CCC1=C(C(=NC(=N1)N)N)C2=CC=C(C=C2)Cl

Synonyms

  • Daraprim
  • Chloridine
  • 5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
  • Chloridin
  • Diaminopyritamin
  • Ethylpyrimidine
  • Pirimecidan
  • Pirimetamin
  • Pirimetamina
  • Chloridyn
  • Darachlor
  • Erbaprelina
  • Khloridin
  • Tindurin
  • Malocid
  • Primethamine
  • Pyrimethamin
  • 5-(4-Chlorophenyl)-6-ethyl-2,4-pyrimidinediamine
  • Pyrimethaminum
  • 2,4-Pyrimidinediamine, 5-(4-chlorophenyl)-6-ethyl-
  • Pyremethamine
  • 2,4-Diamino-5-(p-chlorophenyl)-6-ethylpyrimidine
  • RP 4753
  • 2,4-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidine
  • 2,4-Diamino-5-chlorophenyl-6-ethylpyrimidine
Show all 37 synonyms
  • BW 50-63
  • 5-(4'-Chlorophenyl)-2,4-diamino-6-ethylpyrimidine
  • GNF-Pf-5586
  • WR 2978
  • 5-(4-Chlorophenyl)-6-ethyl-2,4-diaminopyrimidine
  • 4753 R.P.
  • 2,4-Pyrimidinediamine, 5-(p-chlorophenyl)-6-ethyl-
  • Pyrimidine, 2,4-diamino-5-(p-chlorophenyl)-6-ethyl-
  • 5-25-12-00255 (Beilstein Handbook Reference)
  • 5-[4-Chlorophenyl]-6-ethyl-2,4-pyrimidinediamine
  • Malocide
  • Malacid

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Crystalsexp.
Melting point
233 to 234exp.
Solubility
In water, 10 mg/L (temperature not specified)exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
248.72 g/molcalc.
Exact mass
248.0829 Dacalc.
LogP (octanol/water)
2.52calc.
Topological polar surface area
77.82 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
4calc.
Rotatable bonds
2calc.
Heavy atoms
17calc.
Rings
2calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.17calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1ccc(-c2cncnc2)cc1

c1ccc(-c2cncnc2)cc1

2 rings, 12 atoms, the 5-Phenylpyrimidine ring system.

1,250 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H302Harmful if swallowed.
Precautionary statements (5)
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P301 + P317If swallowed: Get medical help.
  • P330Rinse mouth.
  • P501Dispose of contents and container in accordance with local regulations.
UN number
UN 2811

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Pyrimethamine suppliers

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All 115 suppliers
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Where suppliers are based

115 suppliers in 15 countries

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Pyrimethamine price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Veterinary medication:.

Use classes: Pharmaceuticals, Animal Drugs.

Industries and functions

Pharmacological actions

  • Antimalarials
  • Antiprotozoal Agents
  • Folic Acid Antagonists

Roles

  • anti-HIV agent
  • anti-anaemic agent
  • antidepressant
  • antifolate
  • antifungal agent
  • antiinfective agent
  • antimalarial
  • antimetabolite
  • antimicrobial agent
  • antimicrobial drug
  • antineoplastic agent
  • antiparasitic agent
  • antiplasmodial drug
  • antiprotozoal drug
  • antipsychotic agent
  • antiviral agent
  • central nervous system depressant
  • central nervous system drug
  • enzyme inhibitor
  • pharmaceutical
  • psychotropic drug
  • tranquilizing drug

Pharmacology

Pyrimethamine is a Dihydrofolate Reductase Inhibitor Antimalarial. The mechanism of action of pyrimethamine is as a Dihydrofolate Reductase Inhibitor.

How it is made

Ethyl propionate is condensed with p-chlorophenylacetonitrile in the presence of sodium methylate. The resulting alpha-propionyl-p-chlorophenylacetonitrile is reacted with isoamyl alcohol to form the hemiacetal which undergoes dehydration to alpha-(p-chlorophenyl)-beta-ethyl-beta-isoamyloxylacrylonitrile. (alpha-(p-Chlorophenyl)-beta-ethyl-beta-isoamyloxylacrylonitrile) is reacted with guanidine where upon cyclization occurs because of (a) the liberation of isoamyl alcohol by condensation involving the imino hydrogen of guanidine and the isoamyloxy group of alpha-(p-chlorophenyl)-beta-ethyl-beta-isoamyloxylacrylonitrile, and (b) an addition reaction involving an amino group of guanidine and nitrile group of alpha-(p-chlorophenyl)-beta-ethyl-beta-isoamyloxylacrylonitrile.

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Pyrimethamine is traded under.

HS 2933.59Indicative HS code

Compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring, other

World exports in 2024
$18.4B
+10.5% vs 2023, imports $24.8B
2019 to 2024
Top exporters
  1. Ireland43.6%
  2. Switzerland * partner reported26.3%
  3. China7.9%
Top importers
  1. Slovenia30.3%
  2. United States30.1%
  3. Germany15.3%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Pyrimethamine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Pyrimethamine, based on the data on this page

What is Pyrimethamine?

Pyrimethamine is an aminopyrimidine that is pyrimidine-2,4-diamine which is substituted at position 5 by a p-chlorophenyl group and at position 6 by an ethyl group. It is a folic acid antagonist used as an antimalarial or with a sulfonamide to treat toxoplasmosis.

What is the CAS number of Pyrimethamine?

The CAS registry number of Pyrimethamine is 58-14-0.

What is the molecular formula and weight of Pyrimethamine?

The molecular formula of Pyrimethamine is C12H13ClN4 and its molar mass is 248.72 g/mol.

What is Pyrimethamine used for?

Veterinary medication:. Use classes: Pharmaceuticals, Animal Drugs.

Is Pyrimethamine hazardous?

Pyrimethamine carries the GHS signal word "Warning". Main hazards: harmful if swallowed. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Pyrimethamine?

Pyrimethamine is usually classified under HS code 293359 (Compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Pyrimethamine?

CompoundList lists 115 suppliers of Pyrimethamine in United States, China, India, Germany and 11 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Pyrimethamine in India?

17 suppliers in India list Pyrimethamine on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Pyrimethamine?

Suppliers quote Pyrimethamine on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Pyrimethamine

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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