Basic information
- Standard SMILES
CC(C)OC(=O)C(C(=O)OC(C)C)=C1SCCS1- InChIKey
UFHLMYOGRXOCSL-UHFFFAOYSA-N- Molecular formula
- C12H18O4S2
- Average molar mass
- 290.4 g/mol
- Monoisotopic mass
- 290.0646514
Names & identifiers
- Preferred name
- Isoprothiolane
- IUPAC
- dipropan-2-yl 2-(1,3-dithiolan-2-ylidene)propanedioate
- English name
- Isoprothiolane
- Molecular formula
- C12H18O4S2
- Molecular weight
- 290.4
Names & synonyms
ISOPROTHIOLANE50512-35-1Fuji-oneNKK 100bis(1-methylethyl) 1,3-dithiolan-2-ylidenepropanedioatePropanedioic acid, 1,3-dithiolan-2-ylidene-, bis(1-methylethyl) esterDi-isopropyl 1,3-dithiolane-2-ylidenemalonatediisopropyl 1,3-dithiolan-2-ylidenemalonateDTXSID8058110NNF 10988HCS898G6di(propan-2-yl) 1,3-dithiolan-2-ylidenemalonate
Show more names
IPTPropanedioicacid,1,3-dithiolan-2-ylidene-,bis(1-methylethyl)esterfuji1nkk100Fuji 1ISORANVIFUSINNF-109
CHEBI:60471,3-Dithiolan-2-ylidenepropanedioic acid, bis(1-methylethyl) ester1,3-bis(propan-2-yl) 2-(1,3-dithiolan-2-ylidene)propanedioateRefChem:792266DTXCID7031878FudiolanDiisopropyl 2-(1,3-dithiolan-2-ylidene)malonateFujione
Database identifiers
- CAS
50512-35-1- PubChem CID
- 39681
- DTXSID
DTXSID8058110- ChEMBL
CHEMBL35280- ChEBI
CHEBI:6047- UNII
- 88HCS898G6
- EC Number
- 610-537-8
- Nikkaji
- J3.513K
Properties
Computed structural properties
- XLogP
- 3.3
- Topological polar surface area
- 103 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 329
Experimental & physicochemical properties
LogP2.88
Solubility0.054 mg/mL at 25 °C
Melting Point50 - 54.5 °C
Physical DescriptionSolid
Kovats Retention Index
2198；2167；2175；2177；2154.3；2167；2194；2164.2
3254
Physicochemical properties
- Melting point
- 54 °C · 54°C
- Boiling point
- 402.48 °C · 402.48°C (rough estimate)
- Density
- 1.3402 · 1.3402 (rough estimate)
- vapor pressure
- 1.9 Pa · 1.9 Pa (25 °C)
- refractive index
- 1.495 · 1.4950 (estimate)
- storage temp.
- 2 · Keep in dark place,Sealed in dry,2-8°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
- Water Solubility
- 54 mg · 54 mg l-1 (25 °C)
- color
- Light yellow to yellow
- BRN
- 2128528 · 2128528
- Henry's Law Constant
- 9.8 · 9.8×10-2 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- Major Application
- agricultureenvironmental
- InChI
- 1S/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
- InChIKey
- UFHLMYOGRXOCSL-UHFFFAOYSA-N
- SMILES
- CC(C)OC(=O)\C(C(=O)OC(C)C)=C1/SCCS1
- CAS DataBase Reference
- 50512 · 50512-35-1(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 88 HCS898G6 · 88HCS898G6
- NIST Chemistry Reference
- 1 · Propanedioic acid, 1,3-dithiolan-2-ylidene-, bis(1-methylethyl) ester(50512-35-1)
- EPA Substance Registry System
- 1 · Propanedioic acid, 1,3-dithiolan-2-ylidene-, bis(1-methylethyl) ester (50512-35-1)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 264 · P264-P270-P301+P312-P330-P501
- Hazard Codes
- Xn,N
- Risk Statements
- 22 · 22-51/53
- Safety Statements
- 61 · 61
- RIDADR
- 3077 · UN 3077 9 / PGIII
- WGK Germany
- 3 · 3
- HS Code
- 29341000 · 29341000
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
- Toxicity
- 50 oral · LD50 oral in rabbit: 2320mg/kg
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H411 (33.7%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 83 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information2002/2076
Hazard Classes and Categories
Acute Tox. 4 (100%)；Aquatic Chronic 2 (33.7%)
Acute toxicity (Oral) - Category 4；Acute toxicity (Inhalation: Dusts and mists) - Category 4；Serious eye damage/eye irritation - Category 2B；Hazardous to the aquatic environment (Acute) - Category 2；Hazardous to the aquatic environment (Long-term) - Category 2
Hazardous to the aquatic environment (Acute) - Category 2；Hazardous to the aquatic environment (Long-term) - Category 2
Regulatory information
Regulatory Information2002/2076
Safety data
- wgk
- 3
- ridadr
- UN 3077 9 / PGIII
- hs_code
- 29341000
- Toxicity
- LD50 oral in rabbit: 2320mg/kg
- risk_code
- 22-51/53
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,N
- safety_code
- 61
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P330-P501
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
UsesIsoprothiolane is a dithiolane pesticide. Isoprothiolane is commonly used in agriculture as a fungicide to control planthoppers and blast disease in rice plants.
UsesIsoprothiolane 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.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东泰诚生物科技有限公司18769832557 18769832557 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
江苏智芯廷科技有限公司18221391031 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
Qingdao Trust Agri Chemical Co.,Ltd+86-008615963231493 +86-008613573296305 · [email protected]
太原市瑞和丰科贸有限公司+86 351 7031519 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
湖北长耀生物科技有限公司17683887209 17683887209 · [email protected]
湖北魏氏化学试剂股份有限公司027-59102966 18717199209 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
上海艾梯西生物科技有限公司18721763493
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
BOC Sciences1-631-485-4226; 16314854226 · [email protected]
北京海岸鸿蒙标准物质技术有限责任公司13240431552 · [email protected]
上海毕楷科技有限公司18516304666
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
湖北恒化科技有限公司18064208139 · [email protected]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]
广东元丰化学试剂有限公司0751-2829979 13376591640 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
成都思天德生物科技有限公司028-83243028 19136088901 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
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上海将来实业股份有限公司021-61552785 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
湖北宝凌化工科技有限公司13129969326 · [email protected]
盖米科技（青岛）有限公司19524370118 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
湖北赛恩斯化工有限公司15994282563 15994282563 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海波以尔化工有限公司021-50182298 021-50180596 · [email protected]
九鼎化学（上海）科技有限公司4009209199 · [email protected]
西安美川生物科技有限公司029-89275612 +8618991951683 · [email protected]
广州和为医药科技有限公司17612033329 17612033329
艾吉析科技（上海）有限公司17721401538;17717235263 17721401538 · [email protected]
江西普欣生物科技有限公司15867635987
台州市瑞欣化工有限公司0576-89085261 15867635987 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
南京罗迈美生物科技有限公司[email protected]
湖北世腾化工科技有限公司19086915685 18971850150 · [email protected]
山东小野化学股份有限公司0539-6362799 20）
上海贤鼎生物科技有限公司021-021-52271985 17721149837 · [email protected]
Additional notes
DefinitionChEBI: 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.
Related reactions
4 records
Linked notes
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