ChemicalBook--->CAS DataBase List--->88678-67-5

88678-67-5

88678-67-5 Structure

88678-67-5 Structure
IdentificationBack Directory
[Name]

Pyributicarb
[CAS]

88678-67-5
[Synonyms]

Eigen
Seexet
tsh-888
Oryzaguard
henyl)ester
PYRIBUTICARB
PYRIBUTYCARB
Pyributicarb [iso]
Pyributicarb Reference Material
Pyributicarb@100 μg/mL in Methanol
Pyributicarb@1000 μg/mL in Acetonitrile
Pyributicarb Solution in Methanol, 100μg/mL
O-3-T-BUTYLPHENYL6-METHOXY-2-PYRIDYL(METHYL)THIOCARBAMATE
O-3-terthutylphenyl-6-methoxy-2-pyridyl(methyl)thiocarbamate
O-3-tert-Buthylphenyl 6-methoxy-2-pyridyl(methyl)thiocarbamate
O-3-tert-Butylphenyl (6-methoxy-2-pyridyl)(methyl)thiocarbamate
n-(6-methoxy-2-pyridyl)-n-methyl-thiocarbamicacio-3-tert-butylphenyleste
carbamothioicacid,(6-methoxy-2-pyridinyl)methyl-,o-(3-(1,1-dimethylethyl)p
(6-Methoxy-2-pyridyl)(methyl)thiocarbamic acid O-(3-tert-butylphenyl) ester
n-(6-methoxy-2-pyridyl)-n-methylthiocarbamic acid o-3-tert-butylphenyl ester
O-(3-(1,1-dimethylethyl)phenyl)(6-methyoxy-2-pyridinyl)methyl-carbamothiioate
Thiocarbamic acid, N-(6-methoxy-2-pyridyl)-N-methyl-, o-3-tert-butylphenyl ester
O-[3-(1,1-Dimethylethyl)phenyl] N-(6-methoxy-2-pyridinyl)-N-methylcarbamothioate
Carbamothioic acid, (6-methoxy-2-pyridinyl)methyl-, o-(3-(1,1-dimethylethyl)phenyl) ester
Carbamothioic acid, N-(6-methoxy-2-pyridinyl)-N-methyl-, O-[3-(1,1-dimethylethyl)phenyl] ester
O-3-tert-Butylphenyl (6-methoxy-2-pyridyl)(methyl)thiocarbamate N-(6-Methoxy-2-pyridyl)-N-methylthiocarbamic acid O-3-tert-butylphenyl ester
[Molecular Formula]

C18H22N2O2S
[MDL Number]

MFCD00468117
[MOL File]

88678-67-5.mol
[Molecular Weight]

330.44
Chemical PropertiesBack Directory
[Melting point ]

85~88℃
[Boiling point ]

427.8±55.0 °C(Predicted)
[density ]

1.1453 (rough estimate)
[refractive index ]

1.6000 (estimate)
[storage temp. ]

0-6°C
[solubility ]

DMSO : 100 mg/mL (302.63 mM);Water : < 0.1 mg/mL (insoluble)
[form ]

neat
[pka]

1.22±0.10(Predicted)
[color ]

White to off-white
[Henry's Law Constant]

4.3×101 mol/(m3Pa) at 25℃, Ebert et al. (2023)
[InChI]

InChI=1S/C18H22N2O2S/c1-18(2,3)13-8-6-9-14(12-13)22-17(23)20(4)15-10-7-11-16(19-15)21-5/h6-12H,1-5H3
[InChIKey]

VTRWMTJQBQJKQH-UHFFFAOYSA-N
[SMILES]

C(=S)(OC1=CC=CC(C(C)(C)C)=C1)N(C1=NC(OC)=CC=C1)C
Safety DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

50/53
[Safety Statements ]

61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[RTECS ]

XK4962000
[HS Code ]

29333990
Hazard InformationBack Directory
[Description]

Pyributicarb is a monothiocarbamic ester used as a herbicide which also demonstrates some fungicidal activity. It is used for the control of grasses in rice paddy fields. It is almost insoluble in water and is not persistent in paddy fields with a half-life of 13-18 days. It is highly toxic to aquatic organisms. It does not appear to be highly toxic to mammals but may be an irritant.
[Chemical Properties]

Barnyard Fear is a white crystalline solid, melting point 85.7 ~ 86.2 ℃, vapor pressure 0.0119mPa (40 ℃), relative density of 1.20 (20 ℃), solubility in water 0.15mg / L (20 ℃), organic solvents in the solubility (20 ℃, g / L): acetone 454, methanol 21, ethanol 33, xylene 355, ethyl acetate 384. 273 ℃ are stable. Stable below 273℃.
[Uses]

Pyributicarb, is a carbamate-type herbicide, acting as a potent activator of both CYP3A4 gene and human pregnane X receptor (hPXR).
[Definition]

ChEBI: A monothiocarbamic ester that is carbamic acid in which the oxygen of the oxo group is replaced by sulfur, the hydrogens attached to the nitrogen are replaced by methyl and 6-methoxypyridin-2-yl groups, and the hydrogen of the hydroxy group is replaced by p-tert-butylphenyl group. It has fungicidal and herbicidal activity and is used in paddy rice and turf production.
[Production Methods]

Pyributicarb is commercially synthesised as a carbamate-type herbicide through a multi-step process involving the formation of a thiocarbamate ester. The synthesis typically starts with the preparation of a 6-methoxypyridin-2-yl methylamine derivative, which is then reacted with methyl isothiocyanate to form the carbamothioate intermediate. This is subsequently esterified with 3-tert-butylphenol to yield the final active ingredient.
[Mechanism of action]

Sterol biosynthesis inhibitor. Systemic, absorbed by the roots, leaves and stem and translocated to active growth sites where it inhibits elongation of the roots and aerial parts.
[in vivo]

Pyributicarb causes enhancement of CYP3A4-derived reporter activity in mouse livers introduced with hPXR by adenovirus[1].

[Pesticide Type]

Herbicide; Fungicide
Spectrum DetailBack Directory
[Spectrum Detail]

Pyributicarb(88678-67-5)1HNMR
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