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Isoprothiolane

CAS No.
50512-35-1
Chemical Name:
Isoprothiolane
Synonyms
IPT;Propanedioicacid,1,3-dithiolan-2-ylidene-,bis(1-methylethyl)ester;fuji1;VIFUSI;nkk100;Fuji 1;ISORAN;NKK 100;NNF-109;ss11946
CBNumber:
CB8119935
Molecular Formula:
C12H18O4S2
Molecular Weight:
290.4
MDL Number:
MFCD00210314
MOL File:
50512-35-1.mol
MSDS File:
SDS
Last updated:2023-05-15 10:43:24

Isoprothiolane Properties

Melting point 54°C
Boiling point 402.48°C (rough estimate)
Density 1.3402 (rough estimate)
vapor pressure 1.9 Pa (25 °C)
refractive index 1.4950 (estimate)
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
Water Solubility 54 mg l-1 (25 °C)
BRN 2128528
CAS DataBase Reference 50512-35-1(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 88HCS898G6
NIST Chemistry Reference Propanedioic acid, 1,3-dithiolan-2-ylidene-, bis(1-methylethyl) ester(50512-35-1)
EPA Substance Registry System Propanedioic acid, 1,3-dithiolan-2-ylidene-, bis(1-methylethyl) ester (50512-35-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
Hazard Codes  Xn,N
Risk Statements  22-51/53
Safety Statements  61
RIDADR  UN 3077 9 / PGIII
WGK Germany  3
HS Code  29341000
Toxicity LD50 oral in rabbit: 2320mg/kg

Isoprothiolane price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 76547 Isoprothiolane PESTANAL?, analytical standard 50512-35-1 50mg $129 2024-03-01 Buy
Adipogen Life Sciences CDX-I0048-M500 Isoprothiolane ≥98%(HPLC) 50512-35-1 500mg $141 2021-12-16 Buy
AK Scientific J10825 Isoprothiolane 50512-35-1 100mg $151.7 2021-12-16 Buy
American Custom Chemicals Corporation PST0000104 ISOPROTHIOLANE 95.00% 50512-35-1 250MG $721.88 2021-12-16 Buy
American Custom Chemicals Corporation PST0000104 ISOPROTHIOLANE 95.00% 50512-35-1 2.5G $1815 2021-12-16 Buy
Product number Packaging Price Buy
76547 50mg $129 Buy
CDX-I0048-M500 500mg $141 Buy
J10825 100mg $151.7 Buy
PST0000104 250MG $721.88 Buy
PST0000104 2.5G $1815 Buy

Isoprothiolane Chemical Properties,Uses,Production

Uses

Isoprothiolane is a fungicide that is used to control rice blast (Pyriculuriu aryzae), rice stem rot and Fusarium leaf spot on rice. It also reduces the plant-hopper population on rice.

Uses

Isoprothiolane is a dithiolane pesticide. Isoprothiolane is commonly used in agriculture as a fungicide to control planthoppers and blast disease in rice plants.

Definition

ChEBI: Isoprothiolane is a malonate ester that is diisopropyl malonate in which the two methylene hydrogens at position 2 are replaced by a 1,3-dithiolan-2-ylidene group. An insecticide and fungicide used to control a range of diseases including Pyricularia oryzae, Helminthosporium sigmoideum and Fusarium nivale. It has a role as an insecticide, an environmental contaminant, a phospholipid biosynthesis inhibitor and an antifungal agrochemical. It is a malonate ester, a member of dithiolanes and an isopropyl ester. It is functionally related to a malonic acid. It derives from a hydride of a 1,3-dithiolane.

Hazard

Moderately toxic by ingestion.

Metabolic pathway

Isoprothiolane is easily oxidized by rat liver 9000 g supernatant to produce its racemic sulfoxide in this process, NADPH is an effective cofactor but NADH is not. The liver microsomes, however, preferentially form its (?+)-isomer in an enantiomeric excess of 38-43%. The sulfoxidation of isoprothiolane by rice plants proceeds too slowly to determine the metabolites. Both isoprothiolane (+?)- and (-)- sulfoxides undergo rapid racemization by rat cytosol (105 000 g supernatant) or rice plants, accompanied with reduction to isoprothiolane.

Degradation

Half-lives of isoprothiolane in river water were greater than 50 days (Hayakawa et. al., 1992). The compound is decomposed slowly in deionised water under UV light or sunlight. In rice paddy water, photodegradation was greatly accelerated by the presence of natural organic constituents (Chou and Eto, 1980; Eto et al., 1979). Isoprothiolane was placed on a silica gel TLC plate and irradiated at 10 cm distance with a 10 W lamp emitting mainly at 254 nm. Isoprothiolane photodegraded rapidly (half-life about 3 hours). Five products were detected. Proposed pathways of photodegradation are shown in Scheme 1 and involved cleavage of the dithiolane ring, ester hydrolysis, decarboxylation and the formation of dimeric heterocyclic compounds. The identities of oxalic acid (2), dithiolanylidenemalonic acid (3), dithiolanylideneacetic acid (4), 2,4- bis[bis(isopropoxycarbonyl)methylene]-1,3-dithietane (5), 3,5-bis[bis(isopropoxycarbonyl) methylene]-1,2,4-trithiolane (6) and elemental sulfur were confirmed. Isoprothiolane degraded more rapidly on sand than on a glass plate (Chou and Eto, 1980).

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View Lastest Price from Isoprothiolane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Isoprothiolane pictures 2020-01-08 Isoprothiolane
50512-35-1
US $1.00 / KG 1KG 98%HPLC 10 tons/month Career Henan Chemical Co
VIFUSI Di-isopropyl 1,3-dithiolan-2-vinylmalonate Isoprothiolane Standard isoprothiolane (bsi,jmaf,draft e-iso,draft f-iso) 1,3-DITHIOLAN-2-YLIDENEPROPANEDIOICACIDBIS(1-METHYLETHYL)ESTER Isoprothiolane E.C. Isoprothiolane W.P. Isoprothiolane 250mg [50512-35-1] 2-(1,3-Dithiolan-2-ylidene)propanedioic Acid1,3-Bis(1-Methylethyl) Ester PT (pesticide) fuji1 NKK 100 nkk100 NNF-109 Propanedioic acid, 1,3-dithiolan-2-ylidene-, bis(1-methylethyl) ester SS 11946 ss11946 Di-isopropyl 1,3-dithiolane-2-ylidenemalonate 1,3-dithiolan-2-ylidene-propanedioicacibis(1-methylethyl)ester Diisopropyl 2-(1,3-dithiolan-2-ylidene)malonate di-Isopropyl1,3-dithiolan-2-ylidenemalonate Diisopropyl1,3-dithiolan-2-ylidenemalonate di-isopropyl1,3-dithiolane-2-ylidenemalonate diisopropyl-2(1,3-dithiolan-2-ylidene)malonate Fudiolan Fuji 1 ISOPROTHIOLANE ISORAN DI-ISOPROPYL 1,3-DITHIOLAN-2-YLINDENE MALONATE FUJI-ONE FUJI-ONE(R) Bis(1-methylethyl) 1,3-dithiolan-2-ylidenepropanedioate Isoprothiolane@1000 μg/mL in Acetone Isoprothiolane @100 μg/mL in Methanol IsoprothiolaneSolution,100mg/L,1ml Propanedioic acid, 2-(1,3-dithiolan-2-ylidene)-, 1,3-bis(1-methylethyl) ester Isoprothiolane Solution, 1000ppm 2-(1,3-dithiolan-2-ylidene)propanedioic acid dipropan-2-yl ester Propanedioicacid,1,3-dithiolan-2-ylidene-,bis(1-methylethyl)ester IPT Vilanterol Impurity 62 Isoprothiolane Solution in Methanol 50512-35-1 C12H18O4S2 FUNGICIDE