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Insecticides and acaricides

Pyrazophos

Also known as Curamil, Afugan, Ethyl 2-((diethoxyphosphinothioyl)oxy)-5-methylpyrazolo(1,5-a)pyrimidine-6-carboxylate

CAS 13457-18-6Formula C14H20N3O5PSMolar mass 373.37 g/molEC 236-656-1
GHS signal word: Warning. Pictograms: Harmful or irritant, Hazardous to the environment
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Pyrazophos chemical structure, C14H20N3O5PS, CAS 13457-18-6
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
13457-18-6
Formula
C14H20N3O5PS
Molar mass
373.37 g/mol
EC number
236-656-1
HS code
293359
Category
Insecticides and acaricides

What is Pyrazophos?

Plain description, key identifiers and synonyms

Pyrazophos is a member of the class of pyrazolopyrimidines that is the ethyl ester of 2-[(diethoxyphosphorothioyl)oxy]-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid. A profungicide (by hydrolysis of the thionophosphate group to afford the corresponding 2-hydroxypyrazolopyrimidine fungicide), it is used to control Erysiphe, Helminthosporium and Rhynchospium in cereals. It has a role as a profungicide, an insecticide, a phospholipid biosynthesis inhibitor and an antifungal agrochemical. It is an ethyl ester, an organic thiophosphate and a pyrazolopyrimidine. It is functionally related to an ethyl 2-hydroxy-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
ethyl 2-diethoxyphosphinothioyloxy-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate
CAS number
13457-18-6 CAS number cross-checked
EC number
236-656-1
Molecular formula
C14H20N3O5PS
UNII
BEG0A8I17D
MDL number
MFCD00055494
InChIKey
JOOMJVFZQRQWKR-UHFFFAOYSA-N
InChI
InChI=1S/C14H20N3O5PS/c1-5-19-14(18)11-9-17-12(15-10(11)4)8-13(16-17)22-23(24,20-6-2)21-7-3/h8-9H,5-7H2,1-4H3
SMILES (canonical and isomeric)
CCOC(=O)C1=CN2C(=CC(=N2)OP(=S)(OCC)OCC)N=C1C

Synonyms

  • Curamil
  • Afugan
  • Ethyl 2-((diethoxyphosphinothioyl)oxy)-5-methylpyrazolo(1,5-a)pyrimidine-6-carboxylate
  • O,O-Diethyl O-(5-methyl-6-(ethoxycarbonyl)-pyrazolo-(1,5-a)-pyrimid-2-yl)-thionophosphate
  • O-6-Ethoxycarbonyl-5-methylpyrazolo(1,5-a)pyrimidin-2-yl O,O-diethyl phosphorothioate
  • Ethyl 2-[(diethoxyphosphinothioyl)oxy]-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate
  • O-6-ethoxycarbonyl-5-methylpyrazolo[1,5-a]pyrimidin-2-yl O,O-diethyl phosphorothioate
  • Missile
  • Hoechst 2873
  • HOE 2873
  • ethyl 2-diethoxyphosphinothioyloxy-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate
  • O,O-Diethyl-O-(5-methyl-6-ethoxy-carbonyl-pyrazolo(1.5-a)pyrimid-2-yl)-thionophosphate
  • Pyrazolo(1,5-a)pyrimidine-6-carboxylic acid, 2-((diethoxyphosphinothioyl)oxy)-5-methyl-, ethyl ester
  • Phosphorothioic acid, O,O-diethyl ester, O-ester with (6-ethoxycarbonyl-5-methyl)pyrazolo(1,5-a)pyrimidin-2-ol
  • Pyrazolo[1,5-a]pyrimidine-6-carboxylic acid, 2-[(diethoxyphosphinothioyl)oxy]-5-methyl-, ethyl ester
  • Pyrazolo[1,5-a]pyrimidine-6-carboxylic acid, 2-hydroxy-5-methyl-, ethyl ester, O-ester with O,O-diethyl phosphorothioate
  • Ethyl 2-[(diethoxyphosphorothioyl)oxy]-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate
  • Pyrazolo(1,5-a)pyrimidine-6-carboxylic acid, 2-hydroxy-5-methyl-, ethyl ester, O-ester with O,O-diethyl phosphorothioate
  • HOE 02873
  • Ethyl 2-diethoxyphosphinothioyloxy-5-methylpyrazolo(1,5-a)pyrimidine-6-carboxylate
  • 2-(O,5a]pyrimidine
  • 2-(O,O-Diethyl-thionophosphoryl)-5-methyl-6-carbethoxy-pyrazolo-(1,5a)pyrimidine
  • Ethyl 2-diethoxythiophosphoryloxy-5-methylpyrazolo(1,5-a)pyrimidine-6-carboxylate
  • Pyrazolo-(1,5a)pyrimidine, 2-(O,O-diethyl-thionophosphoryl)-5-methyl-6-ethoxycarbonyl-
  • Pyrazophos 10 microg/mL in Isooctane
Show all 33 synonyms
  • Pyrazophos, PESTANAL(R), analytical standard
  • Ethyl 2-hydroxy-5-methylpyrazolo(1,O-diethylphosphorothioate
  • Pyrazolo[1, 2-(O,O-diethyl thionophosphoryl)-5-methyl-6-ethoxycarbonyl-
  • Pyrazolo[1, 2-[(diethoxyphosphinothioyl)oxy]-5-methyl-, ethyl ester
  • 2-(O,O-Diethyl thionophosphoryl)-5-methyl-6-carbethoxy-pyrazolo(1,5a)pyrimidin
  • 2-(O,O-Diethyl-thionophosphoryl)-5-methyl-6-carbethoxy-pyrazolo-(1,5-a)pyrimidine
  • 2-(O,O-Diethylthionophosphoryl)-5-methyl-6-carbethoxy-pyrazolo-(1,5a)pyrimidine
  • ethyl 2-[(diethoxy phosphinothioyl)oxy]-5-methyl pyrazolo[1,5-a]pyrimidine-6-carboxylate

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

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

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
373.37 g/molcalc.
Exact mass
373.0861 Dacalc.
LogP (octanol/water)
2.89calc.
Topological polar surface area
84.18 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
8calc.
Rotatable bonds
8calc.
Heavy atoms
24calc.
Rings
2calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.5calc.
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, c1cnc2ccnn2c1

c1cnc2ccnn2c1

2 rings, 9 atoms, the Pyrazolo(1,5-a)pyrimidine ring system.

2,194 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
GHS09: Hazardous to the environment
Hazardous to the environment

Hazard statements

  • H302Harmful if swallowed.
  • H332Harmful if inhaled.
  • H400Very toxic to aquatic life.
  • H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (11)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P271Use only outdoors or in a well-ventilated area.
  • P273Avoid release to the environment.
  • P301 + P317If swallowed: Get medical help.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P317Get medical help.
  • P330Rinse mouth.
  • P391Collect spillage.
  • P501Dispose of contents and container in accordance with local regulations.

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

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Pyrazophos price

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Uses and applications

What the substance is used for, by industry and function

Roles

  • agrochemical
  • antifungal agent
  • antifungal agrochemical
  • antimicrobial agent
  • fungicide
  • insecticide
  • pesticide
  • phospholipid biosynthesis inhibitor
  • pro-agent
  • profungicide
  • propesticide

Regulatory status

Inventories, regulations and trade controls that list this substance

Europe

  • EU harmonised classification (CLP Annex VI)
    Index no: 015-137-00-1

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Pyrazophos 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 Pyrazophos is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

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

What is Pyrazophos?

Pyrazophos is a member of the class of pyrazolopyrimidines that is the ethyl ester of 2-[(diethoxyphosphorothioyl)oxy]-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid.

What is the CAS number of Pyrazophos?

The CAS registry number of Pyrazophos is 13457-18-6.

What is the molecular formula and weight of Pyrazophos?

The molecular formula of Pyrazophos is C14H20N3O5PS and its molar mass is 373.37 g/mol.

What is Pyrazophos used for?

Known uses and roles of Pyrazophos include insecticides in agriculture and crop protection, fungicides in agriculture and crop protection, fluorescent probes in research and laboratory, agrochemical, antifungal agent and 9 more.

Is Pyrazophos hazardous?

Pyrazophos carries the GHS signal word "Warning". Main hazards: harmful if swallowed, harmful if inhaled, very toxic to aquatic life. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Pyrazophos?

Pyrazophos 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 Pyrazophos?

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What is the price of Pyrazophos?

Suppliers quote Pyrazophos 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

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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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