TRIBUFOS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H27OPS3
Molecular Weight	314.511
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCSP(=O)(SCCCC)SCCCC

InChI

InChIKey=ZOKXUAHZSKEQSS-UHFFFAOYSA-N

InChI=1S/C12H27OPS3/c1-4-7-10-15-14(13,16-11-8-5-2)17-12-9-6-3/h4-12H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C12H27OPS3
Molecular Weight	314.511
Charge	0
Count

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

Description
Sources: https://archive.epa.gov/pesticides/reregistration/web/pdf/2145iredfact.pdf | https://apvma.gov.au/sites/default/files/publication/14831-tribufos-special-review-report.pdf | https://www.ncbi.nlm.nih.gov/pubmed/12243867

Tribufos is an organophosphate defoliant used for cotton crops. It is specifically used to defoliate cotton in preparation for machine harvesting. Tribufos inhibits CB1 in vivo, without cholinergic poisoning signs, by 50% at 50 mg/kg intraperitoneally with a recovery half-time of 3-4 days, indicating covalent derivatization.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cannabinoid CB1 receptor 85 Target ID: CHEMBL3037 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12243867	Antagonist 2778
Anandamide amidohydrolase 26 Target ID: CHEMBL3455 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11350214	Inhibitor 8297		52.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Toxicity of pyrethroids and effect of synergists to larval and adult Helicoverpa zea, Spodoptera frugiperda, and Agrotis ipsilon (Lepidoptera: Noctuidae).	2001 Aug	11561845
Microsomal transformation of organophosphorus pesticides by white rot fungi.	2003 Dec	14669870
Genetic analysis and cross-resistance spectrum of a laboratory-selected chlorfenapyr resistant strain of two-spotted spider mite (Acari: Tetranychidae).	2004	15176730
Synergism of insecticides provides evidence of metabolic mechanisms of resistance in the obliquebanded leafroller Choristoneura rosaceana (Lepidoptera: Tortricidae).	2004 May	15154513
Synergism and stability of acetamiprid resistance in a laboratory colony of Plutella xylostella.	2005 Aug	15776405
Serine hydrolase targets of organophosphorus toxicants.	2005 Dec 15	16243304
Chlorpyrifos resistance in mosquito Culex quinquefasciatus.	2005 Sep	16363165
Synergism between insecticides permethrin and propoxur occurs through activation of presynaptic muscarinic negative feedback of acetylcholine release in the insect central nervous system.	2006 Jul	16516970
Genetic characterization of resistance to deltamethrin in Plutella xylostella (Lepidoptera: Plutellidae) from India.	2008 Dec	19133474
Household vacuum cleaners vs. the high-volume surface sampler for collection of carpet dust samples in epidemiologic studies of children.	2008 Feb 21	18291036
Variation in resistance to pyrethroids in Helicoverpa armigera from Benin Republic, West Africa.	2009 Oct	19886459
Biochemical basis of permethrin resistance in Anopheles arabiensis from Lower Moshi, north-eastern Tanzania.	2010 Jul 7	20609220
Effects of functionalized fullerenes on bifenthrin and tribufos toxicity to Daphnia magna: Survival, reproduction, and growth rate.	2010 Nov	20853424
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.	2011 Mar 28	21251949

Patents

Sample Use Guides

In Vivo Use Guide

Mice: Tribufos inhibits CB1 in vivo, without cholinergic poisoning signs, by 50% at 50 mg/kg intraperitoneally with a recovery half-time of 3-4 days.

Route of Administration: Intraperitoneal

In Vitro Use Guide

Tribufos inhibited mouse liver FAAH with IC 50 value of 52 uM.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 01:27:58 GMT 2023` Edited by `admin` on `Sat Dec 16 01:27:58 GMT 2023`
Record UNII	53075G8GRF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TRIBUFOS

Common Name

English

B 1,776

Code

English

BUTYL PHOSPHOROTRITHIOATE

Systematic Name

English

S,S,S-TRIBUTYL PHOSPHOROTRITHIOATE

Systematic Name

English

CHEMAGRO B 1776

Common Name

English

TBPT

Common Name

English

PHOSPHOROTRITHIOIC ACID, S,S,S-TRIBUTYL ESTER

Common Name

English

FOSFALL

Brand Name

English

DEF

Common Name

English

S,S,S-TRIBUTYL TRITHIOPHOSPHATE

Systematic Name

English

TRIBUFOS [MI]

Common Name

English

TBTP

Common Name

English

BUTYL PHOSPHOROTRITHIOATE ((BUS)3PO)

Common Name

English

BUTIPHOS

Common Name

English

TRIBUFOS [ISO]

Common Name

English

B-1776

Code

English

Classification Tree Code System Code

EPA PESTICIDE CODE

74801