pirimiphos-methyl (CHEBI:38843)

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ChEBI Name	pirimiphos-methyl

ChEBI ID	CHEBI:38843

Definition	An organic thiophosphate that is O,O-dimethyl O-pyrimidin-4-yl phosphorothioate substituted by a methyl group at position 6 and a diethylamino group at position 2.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

Wikipedia	License
Melphalan, sold under the brand name Alkeran among others, is a chemotherapy medication used to treat multiple myeloma; malignant lymphoma; lymphoblastic and myeloblastic leukemia; childhood neuroblastoma; ovarian cancer; mammary adenocarcinoma; and uveal melanoma. It is taken by mouth or by injection into a vein. Common side effects include nausea and bone marrow suppression. Other severe side effects may include anaphylaxis and the development of other cancers. Use during pregnancy may result in harm to the fetus. Melphalan belongs to the class of nitrogen mustard alkylating agents. It works by interfering with the creation of DNA and RNA. Melphalan was approved for medical use in the United States in 1964. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication.
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Formula

C11H20N3O3PS

Net Charge

Average Mass

305.33400

Monoisotopic Mass

305.09630

InChI

InChI=1S/C11H20N3O3PS/c1-6-14(7-2)11-12-9(3)8-10(13-11)17-18(19,15-4)16-5/h8H,6-7H2,1-5H3

InChIKey

QHOQHJPRIBSPCY-UHFFFAOYSA-N

SMILES

CCN(CC)c1nc(C)cc(OP(=S)(OC)OC)n1

Roles Classification
Chemical Role(s):	environmental contaminant Any minor or unwanted substance introduced into the environment that can have undesired effects. Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	EC 3.1.1.7 (acetylcholinesterase) inhibitor An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.

Application(s):	insecticide Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. acaricide A substance used to destroy pests of the subclass Acari (mites and ticks). agrochemical An agrochemical is a substance that is used in agriculture or horticulture.

ChEBI Ontology
Outgoing	pirimiphos-methyl (CHEBI:38843) has functional parent 2-diethylamino-6-methylpyrimidin-4(1H)-one (CHEBI:38844) pirimiphos-methyl (CHEBI:38843) has role acaricide (CHEBI:22153) pirimiphos-methyl (CHEBI:38843) has role agrochemical (CHEBI:33286) pirimiphos-methyl (CHEBI:38843) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462) pirimiphos-methyl (CHEBI:38843) has role environmental contaminant (CHEBI:78298) pirimiphos-methyl (CHEBI:38843) has role insecticide (CHEBI:24852) pirimiphos-methyl (CHEBI:38843) is a aminopyrimidine (CHEBI:38338) pirimiphos-methyl (CHEBI:38843) is a organic thiophosphate (CHEBI:37512)

IUPAC Name

O-[2-(diethylamino)-6-methylpyrimidin-4-yl] O,O-dimethyl phosphorothioate

Synonyms	Sources
O-[2-(diethylamino)-6-methylpyrimidin-4-yl] O,O-dimethyl thiophosphate	IUPAC
Pirimifosmethyl	ChemIDplus
Pirimiphos methyl	NIST Chemistry WebBook
Pirimiphosmethyl	KEGG COMPOUND
Pyrimiphos methyl	ChemIDplus

Last Modified

28 July 2014