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120738-89-8

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120738-89-8 Usage

Uses

Different sources of media describe the Uses of 120738-89-8 differently. You can refer to the following data:
1. Nitenpyram is used to control aphids, thrips, leafhoppers, whitefly and other sucking insects on rice and glasshouse crops.
2. Nitenpyram is a systemic insecticide.

Definition

ChEBI: A C-nitro compound consisting of 2-nitroethene-1,1-diamine where one of the nitrogens bears ethyl and (6-chloro-3-pyridinyl)methyl while the other nitrogen carries a methyl group.

Metabolic pathway

The only information available for nitenpyram is its relatively short persistence in soil and the two metabolites named in a paper on analytical methods.

Check Digit Verification of cas no

The CAS Registry Mumber 120738-89-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,0,7,3 and 8 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 120738-89:
(8*1)+(7*2)+(6*0)+(5*7)+(4*3)+(3*8)+(2*8)+(1*9)=118
118 % 10 = 8
So 120738-89-8 is a valid CAS Registry Number.

120738-89-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-N-[(6-chloropyridin-3-yl)methyl]-1-N'-ethyl-1-N'-methyl-2-nitroethene-1,1-diamine

1.2 Other means of identification

Product number -
Other names N1-[(6-chloro-3-pyridinyl)methyl]-N1'-ethyl-N1'-methyl-2-nitroethene-1,1-diamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:120738-89-8 SDS

120738-89-8Synthetic route

(E)-N-(6-chloro-3-pyridylmethyl)-N-ethyl-1-chloro-2-nitroethylene-1-amine

(E)-N-(6-chloro-3-pyridylmethyl)-N-ethyl-1-chloro-2-nitroethylene-1-amine

methylamine
74-89-5

methylamine

nitenpyram
120738-89-8

nitenpyram

Conditions
ConditionsYield
at 3 - 7℃;58%
N-(6-chloro-pyridin-3-yl)methyl-N-ethylamine
120739-77-7

N-(6-chloro-pyridin-3-yl)methyl-N-ethylamine

2-methylamino-2-methylthio-1-nitroethene
102721-76-6, 61832-41-5

2-methylamino-2-methylthio-1-nitroethene

nitenpyram
120738-89-8

nitenpyram

Conditions
ConditionsYield
With silver(I) acetate In ethanol at 25℃;38.1%
N-((6-chloropyridin-3-yl)methyl)-N-ethyl-1-(methylthio)-2-nitroethenamine
120740-46-7

N-((6-chloropyridin-3-yl)methyl)-N-ethyl-1-(methylthio)-2-nitroethenamine

methylamine
74-89-5

methylamine

nitenpyram
120738-89-8

nitenpyram

Conditions
ConditionsYield
In ethanol Reflux;29.5%
In ethanol at 0℃;27%
In ethanol at 0℃;19.1%
N-(6-chloro-pyridin-3-yl)methyl-N-ethylamine
120739-77-7

N-(6-chloro-pyridin-3-yl)methyl-N-ethylamine

nitenpyram
120738-89-8

nitenpyram

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chloroform / 2 - 7 °C
2: 3 - 7 °C
View Scheme
Multi-step reaction with 2 steps
1: ethanol / Reflux
2: ethanol / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: ethanol / Reflux
2: ethanol / Reflux
View Scheme
Multi-step reaction with 2 steps
1: ethanol / 8 h / Reflux
2: ethanol / 0 °C
View Scheme
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

nitenpyram
120738-89-8

nitenpyram

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: chloroform / 2 - 7 °C
3: 3 - 7 °C
View Scheme
Multi-step reaction with 3 steps
1: acetonitrile / 3.5 h / 0 °C
2: ethanol / Reflux
3: ethanol / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: acetonitrile / 0 - 5 °C
2: silver(I) acetate / ethanol / 25 °C
View Scheme
thiocyanogen
505-14-6

thiocyanogen

nitenpyram
120738-89-8

nitenpyram

N-((6-chloropyridin-3-yl)methyl)-N-ethyl-2-imino-3-methyl-5-nitro-2,3-dihydrothiazol-4-amine
1408310-75-7

N-((6-chloropyridin-3-yl)methyl)-N-ethyl-2-imino-3-methyl-5-nitro-2,3-dihydrothiazol-4-amine

Conditions
ConditionsYield
With piperidine In dichloromethane at -15 - 20℃; for 1.5h;84%
formaldehyd
50-00-0

formaldehyd

ethyl γ-aminobutyrate hydrochloride
6937-16-2

ethyl γ-aminobutyrate hydrochloride

nitenpyram
120738-89-8

nitenpyram

4-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] butyric acid ethyl ester
1296790-82-3

4-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] butyric acid ethyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;78.8%
formaldehyd
50-00-0

formaldehyd

glycine 1-propyl ester hydrochloride
13049-01-9

glycine 1-propyl ester hydrochloride

nitenpyram
120738-89-8

nitenpyram

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid propyl ester
1296790-71-0

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid propyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;78.7%
formaldehyd
50-00-0

formaldehyd

methyl 3-aminopropanoate hydrochloride
3196-73-4

methyl 3-aminopropanoate hydrochloride

nitenpyram
120738-89-8

nitenpyram

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid methyl ester
1240263-23-3

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid methyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;78.2%
formaldehyd
50-00-0

formaldehyd

methyl γ-aminobutyrate hydrochloride
13031-60-2

methyl γ-aminobutyrate hydrochloride

nitenpyram
120738-89-8

nitenpyram

4-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] butyric acid methyl ester
1296790-81-2

4-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] butyric acid methyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;78.1%
formaldehyd
50-00-0

formaldehyd

glycine isopropyl ester hydrochloride
14019-62-6

glycine isopropyl ester hydrochloride

nitenpyram
120738-89-8

nitenpyram

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid 1-methylethyl ester
1296790-72-1

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid 1-methylethyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;77.9%
formaldehyd
50-00-0

formaldehyd

ethyl β-alaninate hydrochloride
4244-84-2

ethyl β-alaninate hydrochloride

nitenpyram
120738-89-8

nitenpyram

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid ethyl ester
1240263-25-5

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;76.9%
formaldehyd
50-00-0

formaldehyd

γ-aminobutyric acid isopropyl ester hydrochloride

γ-aminobutyric acid isopropyl ester hydrochloride

nitenpyram
120738-89-8

nitenpyram

4-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] butyric acid 1-methylethyl ester
1240263-31-3

4-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] butyric acid 1-methylethyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;76.4%
formaldehyd
50-00-0

formaldehyd

4-aminobutyric acid propyl ester hydrochloride
30010-30-1

4-aminobutyric acid propyl ester hydrochloride

nitenpyram
120738-89-8

nitenpyram

4-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] butyric acid propyl ester
1296790-84-5

4-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] butyric acid propyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;75.7%
formaldehyd
50-00-0

formaldehyd

β-alanine propyl ester hydrochloride
81440-29-1

β-alanine propyl ester hydrochloride

nitenpyram
120738-89-8

nitenpyram

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid propyl ester
1296790-76-5

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid propyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;75.5%
formaldehyd
50-00-0

formaldehyd

C6H13NO2*ClH
1241920-40-0

C6H13NO2*ClH

nitenpyram
120738-89-8

nitenpyram

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid 1-methylpropyl ester
1240263-33-5

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid 1-methylpropyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;75.1%
formaldehyd
50-00-0

formaldehyd

i-propyl β-alaninate hydrochloride
51871-17-1

i-propyl β-alaninate hydrochloride

nitenpyram
120738-89-8

nitenpyram

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid 1-methylethyl ester
1240263-27-7

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid 1-methylethyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;74.4%
formaldehyd
50-00-0

formaldehyd

glycine n-butyl ester hydrochloride
13048-99-2

glycine n-butyl ester hydrochloride

nitenpyram
120738-89-8

nitenpyram

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid butyl ester
1296790-73-2

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid butyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;74.2%
formaldehyd
50-00-0

formaldehyd

C7H15NO2*ClH
1296790-62-9

C7H15NO2*ClH

nitenpyram
120738-89-8

nitenpyram

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid 2-methylpropyl ester
1296790-79-8

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid 2-methylpropyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;73.7%
formaldehyd
50-00-0

formaldehyd

glycine isobutyl ester; hydrochloride
57053-69-7

glycine isobutyl ester; hydrochloride

nitenpyram
120738-89-8

nitenpyram

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid 2-methylpropyl ester
1296790-74-3

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid 2-methylpropyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;73.6%
formaldehyd
50-00-0

formaldehyd

3-aminopropanoic acid, n-butyl ester, hydrochloride

3-aminopropanoic acid, n-butyl ester, hydrochloride

nitenpyram
120738-89-8

nitenpyram

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid butyl ester
1296790-77-6

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid butyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;73.1%
formaldehyd
50-00-0

formaldehyd

C7H15NO2*ClH
1296790-61-8

C7H15NO2*ClH

nitenpyram
120738-89-8

nitenpyram

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid 1-methylpropyl ester
1296790-78-7

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid 1-methylpropyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;72.8%
formaldehyd
50-00-0

formaldehyd

tert-butyl 3-aminopropanoate hydrochloride

tert-butyl 3-aminopropanoate hydrochloride

nitenpyram
120738-89-8

nitenpyram

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid 1,1-dimethylethyl ester
1296790-80-1

3-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] propionic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;72.6%
formaldehyd
50-00-0

formaldehyd

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

nitenpyram
120738-89-8

nitenpyram

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid methyl ester
130477-05-3

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid methyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;72.5%
formaldehyd
50-00-0

formaldehyd

glycine ethyl ester hydrochloride
623-33-6

glycine ethyl ester hydrochloride

nitenpyram
120738-89-8

nitenpyram

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid ethyl ester
1194956-84-7

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;72%
formaldehyd
50-00-0

formaldehyd

glycine tert-butyl ester hydrochloride
27532-96-3

glycine tert-butyl ester hydrochloride

nitenpyram
120738-89-8

nitenpyram

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid 1,1-dimethylethyl ester
1296790-75-4

2-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl] acetic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With triethylamine In ethanol at 65℃; for 0.416667h; Microwave irradiation;71.5%
monomethyl oxalyl chloride
5781-53-3

monomethyl oxalyl chloride

nitenpyram
120738-89-8

nitenpyram

C14H17ClN4O5

C14H17ClN4O5

Conditions
ConditionsYield
Stage #1: nitenpyram With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Cooling with ice;
Stage #2: monomethyl oxalyl chloride In N,N-dimethyl-formamide at 20℃; for 5h;
70.5%
Stage #1: nitenpyram With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Cooling with ice;
Stage #2: monomethyl oxalyl chloride In N,N-dimethyl-formamide at 20℃; for 5h;
61.1%
furfural
98-01-1

furfural

nitenpyram
120738-89-8

nitenpyram

N-((6-chloropyridin-3-yl)methyl)-N-ethyl-3-(furan-2-yl)-N'-methyl-2-nitroacrylamidine
1182841-58-2

N-((6-chloropyridin-3-yl)methyl)-N-ethyl-3-(furan-2-yl)-N'-methyl-2-nitroacrylamidine

Conditions
ConditionsYield
With hydrogenchloride In water; acetonitrile at 20℃; for 6h;70.1%
hydrogenchloride In water; acetonitrile at 20℃; for 6h;70.1%
Malondialdehyde
542-78-9

Malondialdehyde

nitenpyram
120738-89-8

nitenpyram

N1,N7-bis((6-chloropyridin-3-yl)methyl)-N1,N7-diethyl-N1',N7'-dimethyl-2,5-dinitrohepta-2,5-dienediamidine

N1,N7-bis((6-chloropyridin-3-yl)methyl)-N1,N7-diethyl-N1',N7'-dimethyl-2,5-dinitrohepta-2,5-dienediamidine

Conditions
ConditionsYield
hydrogenchloride In water; acetonitrile at 20℃;56%
Malondialdehyde
542-78-9

Malondialdehyde

nitenpyram
120738-89-8

nitenpyram

N1,N7-bis((6-chloropyridin-3-yl)methyl)-N1,N7-diethyl-N1',N7'-dimethyl-2,6-dinitrohepta-2, 5-dienediamidine

N1,N7-bis((6-chloropyridin-3-yl)methyl)-N1,N7-diethyl-N1',N7'-dimethyl-2,6-dinitrohepta-2, 5-dienediamidine

Conditions
ConditionsYield
hydrogenchloride In water; acetonitrile at 20℃;56%
butanedial
638-37-9

butanedial

nitenpyram
120738-89-8

nitenpyram

N-((6-chloropyridin-3-yl)methyl)-N-ethyl-2-methyl-4-nitro-8-oxa-2-aza-bicyclo[3.2.1]oct-3-en-3-amine
1231769-87-1

N-((6-chloropyridin-3-yl)methyl)-N-ethyl-2-methyl-4-nitro-8-oxa-2-aza-bicyclo[3.2.1]oct-3-en-3-amine

Conditions
ConditionsYield
hydrogenchloride In water; acetonitrile at 20℃;40%
hydrogenchloride In water; acetonitrile at 20℃;40%
thiazole-5-carboxaldehyde
1003-32-3

thiazole-5-carboxaldehyde

nitenpyram
120738-89-8

nitenpyram

N-((6-chloropyridin-3-yl)methyl)-N-ethyl-N'-methyl-2-nitro-3-(thiazol-5-yl)prop-1-ene-1,1-diamine

N-((6-chloropyridin-3-yl)methyl)-N-ethyl-N'-methyl-2-nitro-3-(thiazol-5-yl)prop-1-ene-1,1-diamine

Conditions
ConditionsYield
Stage #1: thiazole-5-carboxaldehyde; nitenpyram With hydrogenchloride In acetonitrile at 20℃; for 6h;
Stage #2: With hydrogen; nickel In methanol at 20℃;
34%
formaldehyd
50-00-0

formaldehyd

didesmethyl nereistoxin
4212-05-9

didesmethyl nereistoxin

nitenpyram
120738-89-8

nitenpyram

C15H20ClN5O2S2

C15H20ClN5O2S2

Conditions
ConditionsYield
In water at 20℃;32%

120738-89-8Downstream Products

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The brown planthopper, Nilaparvata lugens, is one of the most economically important rice crop pests in Asia, and has developed resistance to various insecticides from most chemical groups including neonicotinoid insecticides. At present, nitenpyram is the primary insecticide for N. lugens contr...detailed

Biotransformation and detoxification of the neonicotinoid insecticides Nitenpyram (cas 120738-89-8) and dinotefuran by Phanerochaete sordida YK-62407/23/2019

Neonicotinoid insecticides have been widely used throughout the world over the last two decades. In the present study, we investigated the degradation of neonicotinoid insecticides nitenpyram (NIT) and dinotefuran (DIN) by the white-rot fungus Phanerochaete sordida YK-624. While NIT was complete...detailed

The minimally effective dosages of Nitenpyram (cas 120738-89-8) and thiamethoxam seed treatments against aphids (Aphis gossypii Glover) and their potential exposure risks to honeybees (Apis mellifera)07/20/2019

Neonicotinoid seed coatings have been used as a major method to control seedling pests, especially the cotton aphid (Aphis gossypii Glover), around the world. However, their negative influence on natural enemies and pollinators has been criticized for decades. The present study was designed to c...detailed

Characterization of Nitenpyram (cas 120738-89-8) resistance in Nilaparvata lugens (Stål)07/21/2019

Nitenpyram is very effective in controlling Nilaparvata lugens (brown planthopper, BPH), and its resistance has been reported in field populations; however, the resistance mechanism remains unclear. In the present study, cross-resistance and resistance mechanisms in nitenpyram-resistant BPH were...detailed

120738-89-8Relevant articles and documents

Synthesis, insecticidal activity, and molecular docking studies of nitenpyram analogues with a flexible ester arm anchored on tetrahydropyrimidine ring

Sun, Chuanwen,Xu, Xiao,Xu, Yonghua,Yan, Dingrong,Fang, Ting,Liu, Tianyan

, p. 4828 - 4835 (2011)

To make further researches on the structure-activity relationships (SARs) of our previous synthesized neonicotinoid compounds, a new series of nitenpyam analogues with flexible ester arm were synthesized. Preliminary bioassays indicated that all of our newly designed nitenpyam analogues exhibited good insecticidal activity at 100 mg/L, while analogues 4c and 4d afforded the best in vitro activity, and both of them had 100% mortality at 20 mg/L. The SAR studies suggested that their insecticidal potency was dual-controlled by the length of the ester arm and the size of the ester group. In addition, the molecular docking simulations revealed that the structural uniqueness of these analogues may lead to a unique molecular recognition and binding mode, which explained the SARs observed in vitro, and shed light on the novel insecticidal mechanism of these novel nitenpyam analogues.

Design, synthesis, and particular biological behaviors of chain-opening nitromethylene neonicotinoids with cis configuration

Lu, Siyuan,Shao, Xusheng,Li, Zhong,Xu, Zhiping,Zhao, Shishuai,Wu, Yinli,Xu, Xiaoyong

experimental part, p. 322 - 330 (2012/04/04)

On the basis of the structure of heterocyclic-fused cis configuration derivatives and chain-opening neonicotinoids, two series of novel chain-opening tetrahydropyridine analogues were designed and synthesized. The preliminary bioassay tests were determined on cowpea aphid (Aphis craccivora) and armyworm (Pseudaletia separata Walker). The results showed that some of the target compounds exhibited repellent effects, whereas others showed good insecticidal activities.

HETEROCYCLIC NITROGENOUS OR OXYGENOUS COMPOUNDS WITH INSECTICIDAL ACTIVITY FORMED FROM DIALDEHYDES AND THEIR PREPARATION AND USES THEREOF

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Page/Page column 10, (2011/11/01)

The heterocyclic nitrogenous or oxygenous compounds of formula (A), (B), (C) or (D) formed from dialdehydes, their optical isomers, cis- and trans- isomers, or agrochemically acceptable salts, their preparation methods, agrochemical compositions comprising the compounds and the uses thereof are provided. The compounds and their derivatives have high insecticidal activities to several farming and forestry pests including homoptera and lepidoptera pests, such as aphis, fulgorid, whitefly, leafhopper, common thrips, cotton bollworm, cabbage caterpillar, cabbage moth, cotton leafworm, armyworm and so on.

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