2,4-D N-OLEYL-1,3-PROPYLENEDIAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H44N2.C8H6Cl2O3
Molecular Weight	545.625
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure of 2,4-D N-OLEYL-1,3-PROPYLENEDIAMINE

Structure Search

SMILES

OC(=O)COC1=C(Cl)C=C(Cl)C=C1.CCCCCCCC\C=C/CCCCCCCCNCCCN

InChI

InChIKey=OOJIITFNNWRJKA-KVVVOXFISA-N

InChI=1S/C21H44N2.C8H6Cl2O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-23-21-18-19-22;9-5-1-2-7(6(10)3-5)13-4-8(11)12/h9-10,23H,2-8,11-22H2,1H3;1-3H,4H2,(H,11,12)/b10-9-;

HIDE SMILES / InChI

Molecular Formula	C21H44N2
Molecular Weight	324.5875
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Molecular Formula	C8H6Cl2O3
Molecular Weight	221.037
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24237670 | http://www.toxipedia.org/display/toxipedia/2%2C4-D

2,4-Dichlorophenoxyacetic acid (2,4-D) was the first synthetic herbicide to be commercially developed and has commonly been used as a broadleaf herbicide for over 60 years. It is a selective herbicide that kills dicots without affecting monocots and mimics natural auxin at the molecular level. 2,4-D was developed during World War II as one of many so-called phenoxy herbicides by aiming to increase crop yields for a nation at war. It was commercially released in 1946 becoming the first successful selective herbicide and allowed for greatly enhanced weed control in wheat, maize, rice, and other similar cereal crops because it specifically targets dicots. This herbicide family is said to have “initiated an agricultural revolution and laid the corner stone of present-day weed science” when it was first marketed in the 1940s.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Serotonin (5-HT) receptor 34 Target ID: CHEMBL2094123 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7504253	Modulator 828
Dopamine D2 receptor 297 Target ID: CHEMBL339 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15203183	Modulator 828
Thyroid hormone receptor beta-1 25 Target ID: CHEMBL1947 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27410513	Binding Agent 1064	463.0 µM [Kd]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
2,4-dichlorophenoxyacetate/alpha-ketoglutarate dioxygenases from Burkholderia cepacia 2a and Ralstonia eutropha JMP134.	2001	11368091
Intracerebral administration of 2,4-diclorophenoxyacetic acid induces behavioral and neurochemical alterations in the rat brain.	2001 Apr	11405254
Different pathways are involved in phosphate and iron stress-induced alterations of root epidermal cell development.	2001 Apr	11299387
Combined effects of food concentration and the herbicide 2,4-dichlorophenoxyacetic acid on the population dynamics of Brachionus patulus (Rotifera).	2001 Apr	11280972
Neuregulins increase alpha7 nicotinic acetylcholine receptors and enhance excitatory synaptic transmission in GABAergic interneurons of the hippocampus.	2001 Aug 1	11466437
The effect of exposure to a commercial 2,4-D formulation during gestation on the immune response in CD-1 mice.	2001 Aug 13	11551430
Cytogenetic monitoring of croatian population occupationally exposed to a complex mixture of pesticides.	2001 Aug 28	11522373
Diffuse geographic distribution of herbicides in northern prairie wetlands.	2001 Feb	11351426
Transport of [3H]MPP+ in an immortalized rat brain microvessel endothelial cell line (RBE 4).	2001 Jan	11191826
Induction of apoptosis in human lymphocytes by the herbicide 2,4-dichlorophenoxyacetic acid.	2001 Jan	11165716
Primary structure and expression of a 24-kD vacuolar protein (VP24) precursor in anthocyanin-producing cells of sweet potato in suspension culture.	2001 Jan	11154352
Regulation of DNA binding and trans-activation by a xenobiotic stress-activated plant transcription factor.	2001 Jan 5	11034999
Simultaneous determination of 2,4-D and MCPA in canine plasma and urine by HPLC with fluorescence detection using 9-anthryldiazomethane (ADAM).	2001 Jan-Feb	11215998
Selection of hybrids and edible citrus species with a high content in the diosmin functional compound. Modulating effect of plant growth regulators on contents.	2001 Jul	11453775
Mineralization of 2,4-D, mecoprop, isoproturon and terbuthylazine in a chalk aquifer.	2001 Jun	11407030
Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens.	2001 Mar	11258977
Biomarker correlations of urinary 2,4-D levels in foresters: genomic instability and endocrine disruption.	2001 May	11401761
Laboratory degradation studies of bentazone, dichlorprop, MCPA, and propiconazole in Norwegian soils.	2001 May-Jun	11401285
Atrazine, isoproturon, mecoprop, 2,4-D, and bentazone adsorption onto iron oxides.	2001 May-Jun	11401274
Development of a flow injection capillary chemiluminescent ELISA using an imprinted polymer instead of the antibody.	2001 Sep 1	11569836

Patents

Sample Use Guides

In Vivo Use Guide

Neonate rats were treated with 2,4-dichlorophenoxyacetic acid (2,4-D) from the 7th or 12th until the 17th or 25th postnatal day. Two drug dosages were used: 70 and 100 mg/kg body weight of 2,4-D. At the 17th day of age, no changes were observed in body weight, protein and DNA content. However, 25-day-old treated pups showed diminutions in body and brain weight, protein and DNA levels, depending on doses and period of treatment.

Route of Administration: Oral

In Vitro Use Guide

Different doses of 2,4-D (10 nM, 100 nM, 1 uM, 10 uM, 100 uM, and 200 uM) were applied to human spermatozoa prepared from normal fresh semen samples. The results indicated that 2,4-D did not affect the viability, capacitation, or spontaneous acrosome reactions of human spermatozoa, but it dose-dependently inhibited the total motility, progressive motility, ability to penetrate viscous medium, and progesterone-induced capacitation and acrosome reaction rates.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:11:01 GMT 2023` Edited by `admin` on `Sat Dec 16 09:11:01 GMT 2023`
Record UNII	6SXX02U73Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2,4-D N-OLEYL-1,3-PROPYLENEDIAMINE

Common Name

English

N-((9Z)-9-OCTADECENYL)-1,3-PROPANEDIAMINE, 2,4-DICHLOROPHENOXYACETIC ACID (1:1)

Common Name

English

N-OLEYL-1,3-PROPYLENEDIAMINE 2,4-DICHLOROPHENOXYACETATE

Systematic Name

English

2,4-D N-OLEYL-1,3-PROPANEDIAMINE SALT (1:1)

Common Name

English

ACETIC ACID, (2,4-DICHLOROPHENOXY)-, COMPD. WITH N-(Z)-9-OCTADECENYL-1,3-PROPANEDIAMINE (1:1)

Systematic Name

English

2-(2,4-DICHLOROPHENOXY)ACETIC ACID, N'-((Z)-OCTADEC-9-ENYL)PROPANE-1,3-DIAMINE

Systematic Name

English

2,4-D-N-OLEYL-1,3-PROPYLENEDIAMINE SALT

Common Name

English

1,3-PROPANEDIAMINE, N-9-OCTADECENYL-, COMPD. WITH (2,4-DICHLOROPHENOXY)ACETIC ACID (1:1)

Systematic Name

English

EPA PESTICIDE CHEMICAL CODE 030029

Code

English

(2,4-DICHLOROPHENOXY)ACETIC ACID - N-((9Z)-9-OCTADECEN-1-YL)-1,3-PROPANEDIAMINE (1:1)

Systematic Name

English

2,4-DICHLOROPHENOXYACETIC ACID, N-OLEYL-1,3-PROPYLENEDIAMINE SALT

Common Name

English

J1.599.672B

Code

English

ACETIC ACID, 2-(2,4-DICHLOROPHENOXY)-, COMPD. WITH (9Z)-N-9-OCTADECEN-1-YL-1,3-PROPANEDIAMINE (1:1)

Systematic Name

English

N-(Z)-9-OCTADECENYL- 1,3-PROPANEDIAMINE, COMPD. WITH (2,4-DICHLOROPHENOXY)ACETIC ACID (1:1)

Systematic Name

English

ACETIC ACID, (2,4-DICHLOROPHENOXY)-, COMPD. WITH N-9-OCTADECENYL-1,3-PROPANEDIAMINE (1:1), (Z)-

Systematic Name

English

Code System Code Type Description

PUBCHEM

6435899