ContaminantDB: Pyrazophos

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-19 02:39:09 UTC

Update Date

2016-11-09 01:13:44 UTC

Accession Number

CHEM008138

Identification

Common Name

Pyrazophos

Class

Small Molecule

Description

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.

Contaminant Sources

My Exposome Chemicals
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(O,O-Diethylthionophosphoryl)-5-methyl-6-carbethoxy-pyrazolo-(1,5a)pyrimidine	ChEBI
Ethyl 2-((diethoxyphosphinothioyl)oxy)-5-methylpyrazolo(1,5-a)pyrimidine-6-carboxylate	ChEBI
O,O-Diethyl O-(5-methyl-6-(ethoxycarbonyl)-pyrazolo-(1,5-a)-pyrimid-2-yl)-thionophosphate	ChEBI
O-6-Ethoxycarbonyl-5-methylpyrazolo[1,5-a]pyrimidin-2-yl O,O-diethyl phosphorothioate	ChEBI
Ethyl 2-((diethoxyphosphinothioyl)oxy)-5-methylpyrazolo(1,5-a)pyrimidine-6-carboxylic acid	Generator
O,O-Diethyl O-(5-methyl-6-(ethoxycarbonyl)-pyrazolo-(1,5-a)-pyrimid-2-yl)-thionophosphoric acid	Generator
O-6-Ethoxycarbonyl-5-methylpyrazolo[1,5-a]pyrimidin-2-yl O,O-diethyl phosphorothioic acid	Generator
Ethyl 2-diethoxyphosphinothioyloxy-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid	Generator
Pyrazophos	MeSH

Chemical Formula

C₁₄H₂₀N₃O₅PS

Average Molecular Mass

373.360 g/mol

Monoisotopic Mass

373.086 g/mol

CAS Registry Number

13457-18-6

IUPAC Name

ethyl 2-{[diethoxy(sulfanylidene)-λ⁵-phosphanyl]oxy}-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate

Traditional Name

pyrazophos

SMILES

CCOC(=O)C1=CN2N=C(OP(=S)(OCC)OCC)C=C2N=C1C

InChI Identifier

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

InChI Key

JOOMJVFZQRQWKR-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as aryl thiophosphates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where at least one R-group is an aryl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic thiophosphoric acids and derivatives

Sub Class

Thiophosphoric acid esters

Direct Parent

Aryl thiophosphates

Alternative Parents

Substituents

Aryl thiophosphate
Pyrazolo[1,5-a]pyrimidine
Pyrimidine-5-carboxylic acid or derivatives
Pyrimidine-5-carboxylic acid
Pyrazolopyrimidine
Thiophosphate triester
Pyrimidine
Azole
Pyrazole
Heteroaromatic compound
Vinylogous amide
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

ethyl ester (CHEBI:81942 )
organic thiophosphate (CHEBI:81942 )
pyrazolopyrimidine (CHEBI:81942 )
Organophosphorus fungicides (C18761 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	3.67	ALOGPS
logP	3.14	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-0.047	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	84.18 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	104.76 m³·mol⁻¹	ChemAxon
Polarizability	37.52 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-3419000000-7c3e805febab7319e4b6	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-006x-0960000000-6c8c705b24e7d1702365	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-00di-0988000000-69cd136d362a6ff182cb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-0072-0097000000-3850361d6fa1c982424b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00di-0192000000-3ffb82456a5d47365dbb	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-002f-0900000000-dd2e6eef6a7a72d116fc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 80V, Positive	splash10-004m-0900000000-d0c0e8b80850ee2ceef8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0072-0096000000-dc6ebab5cd6196190421	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-00di-0009000000-cbfc2acbf49c57b7407a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0089000000-650282a11de44133dbe5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0009000000-7c5b8672ad5ecb235b1e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00di-0390000000-75142659385164e528a3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-0006-0930000000-02429e432814b05c5bee	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0006-0930000000-a98941d09f601155cfae	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-002f-0900000000-70530e4bd8c0a5c9acab	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-03fv-3900000000-a81f2713c1e80bc19a51	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-01tc-0900000000-e5a70620da910c185774	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dj-0009000000-311d213a7cbb83a97b4d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0169000000-e5cbbfd6f02dd4540fce	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-4964000000-2022a1bfb60508c4b3ab	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01bc-0819000000-c488748f3eff209ec27b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0fmi-0965000000-8809b5370694d65be64a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03xr-0429000000-1bd876c7c4f534dfd62b	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0256957

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Pyrazophos

Chemspider ID

24247

ChEBI ID

81942

PubChem Compound ID

Not Available

Kegg Compound ID

C18761

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1063720

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=2742999

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=7881218

Pyrazophos (CHEM008138)

Structure for CHEM008138: Pyrazophos