Overview Applications Mode of action Warning and risk References
ChemicalBook > CAS DataBase List > Machette

Machette

Overview Applications Mode of action Warning and risk References
Product Name
Machette
CAS No.
23184-66-9
Chemical Name
Machette
Synonyms
BUTACHLOR;Forteo;Butaclor;Plus;Butachlore;weedout;PARAGRAS;pillarset;TRAPP;CP 53
CBNumber
CB2693046
Molecular Formula
C17H26ClNO2
Formula Weight
311.85
MOL File
23184-66-9.mol
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Machette Property

Melting point:
<-5°C
Boiling point:
156°C (0.5 torr)
Density 
d430 1.0695
refractive index 
1.5388 (estimate)
Flash point:
100 °C
storage temp. 
0-6°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
1.20±0.50(Predicted)
form 
Liquid
color 
Light yellow-purple
Water Solubility 
20mg/L(20 ºC)
BRN 
2873811
CAS DataBase Reference
23184-66-9(CAS DataBase Reference)
NIST Chemistry Reference
Butachlor(23184-66-9)
EPA Substance Registry System
Butachlor (23184-66-9)
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Safety

Hazard Codes 
Xn,N
Risk Statements 
22-50/53
Safety Statements 
60-61
RIDADR 
UN3082 9/PG 3
WGK Germany 
3
RTECS 
AE1200000
Hazardous Substances Data
23184-66-9(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 1740 mg/kg (Strateva)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
37887
Product name
Butachlor
Purity
PESTANAL , analytical standard
Packaging
100mg
Price
$120
Updated
2024/03/01
Sigma-Aldrich
Product number
PS348
Product name
Butachlor
Purity
analytical standard
Packaging
100mg
Price
$114
Updated
2022/05/15
Sigma-Aldrich
Product number
PS348
Product name
Butachlor
Purity
analytical standard
Packaging
ps348
Price
$114
Updated
2022/05/15
TRC
Product number
B689925
Product name
Butachlor(>90%)
Packaging
100g
Price
$965
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
39138
Product name
Butachlor(>90%)
Packaging
10g
Price
$1460
Updated
2021/12/16
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Machette Chemical Properties,Usage,Production

Overview

Machette [also known as butachlor] belongs to the chloroacetanilide group herbicides. Butachlor, together with other chloroacetanilide-class herbicides including acetochlor, alachlor, metachlor, and propachlor, are the most consumed chemicals all over the world in agriculture. Butachlor [N-[butoxymethyl]-2-chloro-2’,6’-diethyl acetanilide] is a widely recommended herbicide for application in rice cultivation. It is a systemic selective pre-emergent herbicide applied on rice, tea, wheat, beans and other crops viz. corn, soybean[1]. Butachlor is most commonly used to control a wide range of annual grass and broad leaf weeds[2] as well as submerged macrophytes in freshwater fishponds. Butachlor was developed by Monsanto Co. [USA] in 1968 and commonly used as a post-emergence herbicide in Asia and Africa[3]. It can be manufactured by the reaction of chloroacetyl chloride with the azomethine of 2,6-diethylaniline and formaldehyde, followed by treatment with n-butanol. Butachlor was introduced to Japan in 1973 for weed control in transplanted rice paddies.

Applications

Butachlor is a chloroacetanilide herbicide, which is used extensively all over the world as pre-emergence control of unwanted weeds. It is used for controlling a wide range of annual grass and broad leaf weeds[2] as well as submerged macrophytes in freshwater fishponds.

Mode of action

The mode of action of butachlor is by inhibiting the elongase responsible for the elongation of very long-chain fatty acids and the geranylgeranyl pyrophosphate cyclization enzymes[4]. It also affects the various other metabolic processes and redox homeostasis adversely, in addition to lipid biosynthesis[5].

Warning and risk

Butachlor can cause severe toxicity.
Acute toxicity
Butachlor causes slight erythema and edema in rabbits when exposed to 24 h continuously[6]. It can also cause primary ocular irritation in 2 of 6 white rabbits tested. It can also cause dermal sensation, moderate-to-severe erythema with edema in guinea pig, where the dermal hypersensitivity was checked in a modified Buehler assay.
Human and Animal toxicity
Butachlor can cause DNA strand breaks and chromosomal aberrations in mammalian cells exhibited[7]. Butachlor can also trigger necrosis in human PBMN cells due to their oxidative role in intracellular reactive oxygen species[ROS] production, and the consequent mitochondrial dysfunction, oxidative DNA damage and chromosomal breakage[8]. Butachlor has mutagenic effects in primary rat tracheal epithelial cells and in Chinese hamster ovarian cells[9]. It is also known cause stomach tumors in rats[10].

References

  1. Dwivedi S, Saquib Q, Al-Khedhairy AA, Musarrat J[2012] Butachlor induced dissipation of mitochondrial membrane potential, oxidative DNA damage and necrosis in human peripheral blood mononuclear cells. Toxicology 302:77–87
  2. Wang S, Li H, Lin C[2013] Physiological, biochemical and growth responses of Italian ryegrass to butachlor exposure. Pestic Biochem Phys 106:21–27
  3. Liu W-Y, Wang C-Y, Wang T-S, Fellers GM, Lai B-C, Kam Y-C[2011] Impacts of the herbicide butachlor on the larvae of a paddy field breeding frog[Fejervarya limnocharis] in subtropical Taiwan. Ecotoxicology 20:377–384
  4. Go¨tz T, Bo¨ger P[2004] The very-long-chain fatty acid synthase is inhibited by chloroacetamides. Z Naturforsch C 59:549–553
  5. Agrawal C, Sen S, Singh S, Rai S, Singh PK, Singh VK, Rai LC[2014] Comparative proteomics reveals association of early accumulated proteins in conferring butachlor tolerance in three N2-fixing Anabaena spp. J Proteomics 96:271–290
  6. Wilson AGE, Takei AS[2000] Summary of toxicology studies with butachlor. J Pestici Sci 25[1]:75–83
  7. Panneerselvam N, Sinha S, Shanmugam G[1999] Butachlor is cytotoxic and clastogenic and induces apoptosis in mammalian cells. Indian J Exp Biol 37:888–892
  8. Dwivedi S, Saquib Q, Al-Khedhairy AA, Musarrat J[2012] Butachlor induced dissipation of mitochondrial membrane potential, oxidative DNA damage and necrosis in human peripheral blood mononuclear cells. Toxicology 302:77–87
  9. Hill AB, Jefferies PR, Quistad GB, Casida JE[1997] Dialkylquinoneimine metabolites of chloroacetanilide herbicides induce sister chromatid exchanges in cultured human lymphocytes. Mutat Res 395:159–171
  10. Xu X, Yang H, Wang L, Han B, Wang X, Lee FS-C[2007a] Analysis of chloroacetanilide herbicides in water samples by solid-phase microextraction coupled with gas chromatography–mass spectrometry. Anal Chim Acta 591:87–96

Chemical Properties

Yellow Oil

Uses

Butachlor is a pre-emergent chloroacetanalide herbicide. Butachlor is commonly used for weed control in rice as well as cotton, maize, wheat and other crops.

Uses

Pre-emergence selective anilide herbicide used to control grass and broad-leaved weeds in seeded and transplanted rice paddies.

Definition

ChEBI: Butachlor is an aromatic amide that is 2-choro-N-(2,6-diethylphenyl)acetamide in which the amide nitrogen has been replaced by a butoxymethyl group. It has a role as a herbicide, an environmental contaminant and a xenobiotic. It is an aromatic amide, an organochlorine compound and a tertiary carboxamide. It is functionally related to a N-phenylacetamide.

Hazard

Moderately toxic.

Agricultural Uses

Herbicide: Used for pre-emergence control of annual grasses, sedges and broadleaf weeds in rice crops. Used primarily in Asia, South America, Europe and Africa. Not registered for use in the U.S. Not approved for use in EU countries.

Trade name

BUTANEX®; BUTANOX®; CP 53619®; HILTACHLOR®; LAMBAST®; MACHETE®; MACHETTE®; PILLARSET®; RASAYANCHLOR®; WEEDOUT®; VENDAVAL®

Metabolic pathway

In vitro incubation of butachlor with rat liver fractions forms a considerable amount of glutathione conjugate, while the conjugating activity is not efficient for the kidney S9 fraction. Further biotransformation of the glutathione conjugate to mercapturate is not observed in the liver S9 fraction. Butachlor is initially conjugated with glutathione in the liver and is apparently transported to the kidneys where it is transformed to mercapturic acid.

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Machette Suppliers

Jinan Kesai Agrochem Co., Ltd
Tel
0531-88919916
Fax
86-531-88017778
Email
cnkeychem@163.com
Country
China
ProdList
21
Advantage
47
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12990
Advantage
57
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
Advantage
57
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9664
Advantage
60
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
4008-755-333 18080918076
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9725
Advantage
55
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22519
Advantage
55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25014
Advantage
65
Nanjing Sunlida Biological Technology Co., Ltd.
Tel
025-57798810
Fax
025-57019371
Email
sales@sunlidabio.com
Country
China
ProdList
3750
Advantage
55
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View Lastest Price from Machette manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
Machette 23184-66-9
Price
US $40.00-40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-14
Hebei Mojin Biotechnology Co., Ltd
Product
Machette 23184-66-9
Price
US $100.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
5000kg/week
Release date
2021-05-28
Guangzhou Biocar Biotechnology Co.,Ltd.
Product
Machette 23184-66-9
Price
US $1.00/g
Min. Order
10g
Purity
99.5%
Supply Ability
1000kg
Release date
2022-01-14

23184-66-9, MachetteRelated Search:


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