| Identification | Back Directory | [Name]
IPROVALICARB | [CAS]
140923-17-7 | [Synonyms]
Melody
SZX 0722
FencaraMid
IPROVALICARB
Irprovalicarb
Iprovalicarb, Pestanal
iprovalicarb (bsi, pa iso)
Iprovalicarb Solution, 100ppm
Iprovalicarb@100 μg/mL in AcCN
IprovalicarbSolution,100mg/L,1ml
Iprovalicarb@1000 μg/mL in Acetone
Iprovalicarb Solution in Acetone, 1000μg/mL
Nα-(Isopropoxycarbonyl)-N-[1-(p-tolyl)ethyl]-L-valinamide
NALPHA-(ISOPROPOXYCARBONYL)-N-[1-(P-TOLYL)ETHYL]-L-VALINAMIDE
ISOPROPYL (S)-2-METHYL-1-[1-(P-TOLYL)ETHYLCARBAMOYL]PROPYLCARBAMATE
Carbamic acid, (1S)-2-methyl-1-1-(4-methylphenyl)ethylaminocarbonylpropyl-, 1-methylethyl ester
N-[(1S)-2-Methyl-1-[[[1-(4-Methylphenyl)ethyl]aMino]carbonyl]propyl]carbaMic Acid 1-Methylethyl Ester
Carbamic acid, N-[(1S)-2-methyl-1-[[[1-(4-methylphenyl)ethyl]amino]carbonyl]propyl]-, 1-methylethyl ester
Isopropyl (S)-2-methyl-1-[1-(p-tolyl)ethylcarbamoyl]propylcarbamate, Nα-(Isopropoxycarbonyl)-N-[1-(p-tolyl)ethyl]-L-valinamide | [EINECS(EC#)]
604-604-1 | [Molecular Formula]
C18H28N2O3 | [MDL Number]
MFCD04112614 | [MOL File]
140923-17-7.mol | [Molecular Weight]
320.43 |
| Chemical Properties | Back Directory | [Melting point ]
163-165° (mixture), 183° (SR), 199° (SS) | [Boiling point ]
497.8±38.0 °C(Predicted) | [density ]
d20 1.11 | [storage temp. ]
0-6°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
11.41±0.46(Predicted) | [Henry's Law Constant]
7.1×105 mol/(m3Pa) at 25℃, Maniere et al. (2011) | [Major Application]
agriculture
environmental | [InChI]
1S/C18H28N2O3/c1-11(2)16(20-18(22)23-12(3)4)17(21)19-14(6)15-9-7-13(5)8-10-15/h7-12,14,16H,1-6H3,(H,19,21)(H,20,22)/t14?,16-/m1/s1 | [InChIKey]
NWUWYYSKZYIQAE-BZSJEYESSA-N | [SMILES]
CC(C1=CC=C(C=C1)C)NC([C@H](C(C)C)NC(OC(C)C)=O)=O | [LogP]
3.560 (est) | [EPA Substance Registry System]
Iprovalicarb (140923-17-7) |
| Safety Data | Back Directory | [WGK Germany ]
2 | [RTECS ]
FC4755500 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Carc. 2 | [Toxicity]
LD50 in rats (mg/kg): >5000 orally; >5000 dermally; in bobwhite quail (mg/kg): >2000 orally; LC50 in rats (mg/m3): >4977 by inhalation (Stenzel) |
| Hazard Information | Back Directory | [Description]
Iprovalicarb is a systemic, protectant fungicide. It has a moderate aqueous solubility, is semi-volatile and there is some risk it may leach to groundwater. It is non-persistent in soil but may persist in water for a long time. It is moderately toxic to mammals but has a low risk of bioaccumulating. It is considered to be a carcinogen. It is moderately toxic to birds, most aquatic organisms and earthworms but is not toxic to honeybees. | [Uses]
Fungicide. | [Uses]
Iprovalicarb is a systematic fungicide. Iprovalicarb is used for the control of pathogenic fungi from the oomycetes class in grapes, potatoes, tomatoes and other crops. | [Definition]
ChEBI: A diastereoisomeric mixture comprising equimolar amounts of L-(R)- and L-(S)-iprovalicarb. It is a systemic fungicide, specific to oomycetes, used on potatoes and grape vines. | [Production Methods]
Iprovalicarb is commercially synthesided through a multi-step process involving aromatic amine derivatization, carbamate formation, and formulation into stable fungicidal products for agricultural use. The synthesis begins with the preparation of a substituted aromatic amine, typically derived from valine or related amino acid analogs, which provides the chiral centre and contributes to the compound’s systemic activity. This amine undergoes carbamoylation, a key step where it reacts with an alkyl chloroformate or isocyanate to form the carbamate linkage. The reaction is carried out under controlled temperature and inert atmosphere to prevent side reactions and degradation. Next, the intermediate is subjected to aromatic substitution with a phenyl or heterocyclic moiety, often involving palladium-catalysed coupling or nucleophilic aromatic substitution, to introduce the lipophilic group that enhances membrane permeability and fungicidal potency. | [General Description]
Iprovalicarb has been introduced by Bayer CropScience for the prevention of downy mildew and Phomopsis viticola in vines. The valine moiety is in the L -form, but the stereochemistry ofthesecondasymmetriccenter is not defined. | [Mechanism of action]
Systemic with protective, curative and eradicative action. Cellulose synthesis inhibitor. | [Pesticide Type]
Fungicide |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
CSSBIO COMPANY LIMITED
|
| Telephone: |
0756-8828-007 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList20178/0_EN.htm |
| Company Name: |
SIMAGCHEM CORP
|
| Telephone: |
+86-5922680277 +86-13806087780 |
| Website: |
http://www.simagchem.com/ |
|