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Dimethomorph

Description References
Product Name
Dimethomorph
CAS No.
110488-70-5
Chemical Name
Dimethomorph
Synonyms
4-(3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)-morpholin (e,z)-4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl]morpholine (e,z)-4-[3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)acryloyl]morpholine 4-(3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)morpholine;dimethomoph;Z-DIMETHOMORPH;3-(4-Chlorophenyl)-3-(3,4-diMethoxyphenyl)-1-Morpholinoprop-2-en-1-one;3-(4-Chlorophenyl)-3-(3,4-diMethoxyphenyl)-1-(4-Morpholinyl)-2-propen-1-one;FORUM;ACROBAT;CME 151;AcrobatWP;Festival C
CBNumber
CB9774944
Molecular Formula
C21H22ClNO4
Formula Weight
387.86
MOL File
110488-70-5.mol
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Dimethomorph Property

Melting point:
125-149°C
Boiling point:
584.9±50.0 °C(Predicted)
Density 
1.231±0.06 g/cm3(Predicted)
vapor pressure 
1 x 10-6 Pa (25 °C)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform: Soluble,Methanol: Soluble
Water Solubility 
50 mg l-1 (20-23 °C)
pka
-1.19±0.20(Predicted)
form 
Solid
color 
White to off-white
Merck 
13,3248
BRN 
8794474
LogP
2.680
EPA Substance Registry System
Dimethomorph (110488-70-5)
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Safety

Hazard Codes 
N
Risk Statements 
51/53
Safety Statements 
61
RIDADR 
UN3077 9/PG 3
WGK Germany 
2
RTECS 
QE0478300
Hazardous Substances Data
110488-70-5(Hazardous Substances Data)
Toxicity
LD50 in rats (mg/kg): 321 i.p.; 3900 orally; >5000 dermally; LC50 (4-hr inhalation): >4.2 mg/ml (Veenstra, Owen)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
46027
Product name
Dimethomorph
Purity
mixture of E + Z isomers
Packaging
100mg
Price
$101
Updated
2024/03/01
Cayman Chemical
Product number
24247
Product name
Dimethomorph
Purity
≥95%
Packaging
50mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
24247
Product name
Dimethomorph
Purity
≥95%
Packaging
100mg
Price
$74
Updated
2024/03/01
TRC
Product number
D460530
Product name
Dimethomorph
Packaging
5g
Price
$590
Updated
2021/12/16
AK Scientific
Product number
J96008
Product name
Dimethomorph,mixtureofE+Zisomers
Packaging
1g
Price
$98
Updated
2021/12/16
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Dimethomorph Chemical Properties,Usage,Production

Description

Dimethomorph is a cinnamic acid derivative and a member of the morpholine chemical family. Dimethomorph is a mixture of E- and Z-isomers in the ratio of about 1:1 and only the Z-isomer has the fungicidal activity. It fungicidal activity works by the inhibition of sterol (ergosterol) synthesis.
Dimethomorph is a systemic fungicide to protect against various fungal pathogens in vines and other crops. Dimethomorph is used to against downy mildews, late blights, anthracnose, septoria leaf spot, crown rot, and root rot for curbubits, grapevines, head lettuce, onions, potatoes, tomatoes, and fruit including blackberries, raspberries, strawberries.

References

[1] http://www.fao.org
[2] http://pmep.cce.cornell.edu
[3] http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/245.htm

Description

Dimethomorph is a morpholine fungicide that inhibits fungal cell wall formation. It inhibits mycelial growth of the oomycete fungi P. citrophthora, P. parasitica, P. capsici, and P. infestans (EC50s = 0.14, 0.38, <0.1, and 0.16-0.3 μg/ml, respectively) but is less active against the green algae species C. vulgaris or S. obliquus in vitro (EC50s = 47.46 and 44.87 μg/ml, respectively). It inhibits androgen receptor (AR) activity in a reporter assay in MDA-kb2 human breast cancer cells but not in a yeast antiandrogen screen (IC20s = 0.263 and 38.5 μM, respectively). It is not toxic to rats (LD50 = 3,900 mg/kg) or goldfish (C. auratus; LC50 = >32 μg/ml).

Chemical Properties

Off-White Solid

Uses

Agricultural fungicide.

Uses

Dimethomorph is a systemic fungicide which exhibits protectant, curative and antisporulant activities. It is active against fungal diseases such as leaf blight, downy mildew, damping off and foot-rot caused by Phytophthora spp. in/on grapes, potatoes and tomatoes.

Definition

ChEBI: A mixture of (E)- and (Z)-dimethomorph in an unspecified ratio. It is used as a systemic fungicide used on vines, potatoes, and greenhouse crops; only the Z isomer has fungicidal activity.

Agricultural Uses

Fungicide: A systemic fungicide that protects crops from mold. It also kills mold and prevents their spread; controls late blight on tomatoes; and is used as a wood preservative to control downey mildew.

Trade name

ACROBAT® WP; FORUM DC®, [manco- zeb + dimethomorph]; CME 151®; STATURE®

Metabolic pathway

Limited data are available in the open literature. Information presented in this summary is abstracted from the data evaluation published by the Pesticide Safety Directorate (PSD, 1994). Dimethomorph is a (1:l) mixture of the E- and Z-isomers. The Z-isomer has been shown to have all the intrinsic biological activities. The isomerisation of the E- and Z-isomers was observed when resolved isomers were exposed to UV light. Dimethomorph undergoes extensive degradation and metabolism in soil, plants and animals. The major metabolic pathway is the O-demethylation of one of the phenolic methoxy moieties to the corresponding phenols and conjugates. Other metabolic reactions include the oxidation of one of the CH2 moieties of the morpholine ring and the cleavage/opening of the morpholine ring (Scheme 1).

Degradation

Dimethomorph (1) is hydrolytically stable with no observable degradation in pH 4-9 buffered solutions at 70-90 °C for up to 10 weeks.
Degradation occurred when dimethomorph in pH 5 buffer solution was irradiated under Hanau Suntest apparatus (<290 nm) at 25 °C. The calculated aqueous photolytic degradation half-life (DT50) was ca. 25-28 days of continuous irradiation, No sigruficant degradation product (>7% of the applied radioactivity) was identified.

Dimethomorph Preparation Products And Raw materials

Raw materials

Preparation Products

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Dimethomorph Suppliers

BOC Sciences
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View Lastest Price from Dimethomorph manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Dimethomorph 110488-70-5
Price
US $58.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-05-22
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Dimethomorph 110488-70-5
Price
US $1000.00-400.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-12
Hebei Weibang Biotechnology Co., Ltd
Product
Dimethomorph 110488-70-5
Price
US $10.00/KG
Min. Order
1KG
Purity
80%
Supply Ability
10 mt
Release date
2024-11-27

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