50512-35-1 Usage
Description
Isoprothiolane, also known as a dithiolane pesticide, is a chemical compound widely utilized in the agricultural industry. It possesses fungicidal properties and is effective against various pests and diseases that affect rice crops. Its unique chemical structure allows it to target and control pests while also providing protection to the plants.
Uses
Used in Agriculture:
Isoprothiolane is used as a fungicide for controlling rice blast (Pyricularia oryzae), rice stem rot, and Fusarium leaf spot on rice plants. It helps in reducing the damage caused by these diseases, ensuring a healthy and productive rice crop.
Isoprothiolane is also used as a pesticide to control planthopper populations on rice. By reducing the number of plant-hoppers, it helps in minimizing the damage they cause to the rice plants, leading to better crop yields and reduced losses.
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).
Check Digit Verification of cas no
The CAS Registry Mumber 50512-35-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,5,1 and 2 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 50512-35:
(7*5)+(6*0)+(5*5)+(4*1)+(3*2)+(2*3)+(1*5)=81
81 % 10 = 1
So 50512-35-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H18O4S2/c1-7(2)15-10(13)9(11(14)16-8(3)4)12-17-5-6-18-12/h7-8H,5-6H2,1-4H3
50512-35-1Relevant articles and documents
Synergistic Combinations Of Active Ingredients
-
, (2012/02/15)
The present invention relates to novel active compound combinations comprising, firstly, at least one known compound of the formula (I) in which R1 and A have the meanings given in the description and, secondly, at least one further known active compound from groups (2) to (27) listed in the description, which combinations are highly suitable for controlling animal pests such as insects and unwanted acarids and also phytopathogenic fungi.
Chemical Reactivity of Oxidation Products of the Dithiolanylidenemalonate Fungicide, Isoprothiolane
Ikeda, Yukari,Ishibashi, Fumito,Shiotsuki, Takahiro,Kuwano, Eiichi,Eto, Morifusa
, p. 288 - 293 (2007/10/02)
Diisopropyl dithiolanylidenemalonate (isoprothiolane) was oxidized with m-chloroperbenzoic acid to give a monosulfoxide, disulfoxide, and disulfone.The monosulfide was subjected to addition reactions with such nucleophiles as methanol, thiols, and amines at the thioacetal carbon to open the dithiolane ring, affording a thiosulfinate, sulfinate and disulfide.The presence of a small amount of sodium carbonate accelerated the reactions and, moreover, reformed isoprothiolane from the ring-opened addition products.The further oxidation products were transformed into dithianes by reacting with nucleophiles.Isoprothiolane monosulfoxide inhibited alcohol dehydrogenase, an SH enzyme.