Basic information
- CAS
74115-24-5- Standard SMILES
Clc1ccccc1-c1nnc(-c2ccccc2Cl)nn1- InChIKey
UXADOQPNKNTIHB-UHFFFAOYSA-N- Molecular formula
- C14H8Cl2N4
- Average molar mass
- 303.1 g/mol
- Monoisotopic mass
- 302.0126017
Overview
Clofentezine is a tetrazine that is 1,2,4,5-tetrazine in which both of the hydrogens have been replaced by o-chlorophenyl groups. It has a role as a mite growth regulator and a tetrazine acaricide. It is an organochlorine acaricide, a tetrazine and a member of monochlorobenzenes. It derives from a hydride of a 1,2,4,5-tetrazine.
Names & identifiers
- Preferred name
- Clofentezine
- IUPAC
- 3,6-bis(2-chlorophenyl)-1,2,4,5-tetrazine
- English name
- Clofentezine
- Molecular formula
- C14H8Cl2N4
- Molecular weight
- 303.15
Names & synonyms
Clofentezine74115-24-53,6-Bis(2-chlorophenyl)-1,2,4,5-tetrazineBisclofentazinBisclofentazinebisclofentezin3,6-Bis(o-chlorophenyl)-1,2,4,5-tetrazineDTXSID9023881JS4U0R0033NC-21314DTXCID703881CHEBI:39315
Show more names
APOLLOCLOFENTEZINapoloNC 144Panatacnc21314AcaritopNC 21344APOLLO(R)
bis(2-chlorophenyl)-1,2,4,5-tetrazineRefChem:577729clofentezine (ISO); 3,6-bis(o-chlorophenyl)-1,2,4,5-tetrazine277-728-21,2,4,5-Tetrazine, 3,6-bis(2-chlorophenyl)-MFCD00143998Clofentezine solutionAcaristop
Database identifiers
- CAS
74115-24-5- PubChem CID
- 73670
- DTXSID
DTXSID9023881- ChEMBL
CHEMBL17888- ChEBI
CHEBI:39315- UNII
- JS4U0R0033
- EC Number
- 277-728-2
- Nikkaji
- J20.649K
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 51.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 280
Experimental & physicochemical properties
Chemical ClassesCarcinogens
Pesticides
Pesticide -> EPA IRIS
Acaricides
Active substance -> EU Pesticides database: Not approved
Acaricides
Environmental transformation -> Pesticides (parent, predecessor)
Pesticide (Clofentezine) -> USDA PDB
LogP3.1
Endocrine DisruptorsPotential endocrine disrupting compound
Ionization Efficiency
Positive
2.07
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Collision Cross Section161.9 Ų [M+H]+ [CCS Type: TW]
Physicochemical properties
- Melting point
- 182 · 182-185 °C(lit.)
- Boiling point
- 457.37 °C · 457.37°C (rough estimate)
- Density
- 1.3727 · 1.3727 (rough estimate)
- refractive index
- 1.63 · 1.6300 (estimate)
- storage temp.
- 0 · 0-6°C
- solubility
- Chloroform: Slightly Soluble
- form
- Solid
- pka
- -1.68 · -1.68±0.31(Predicted)
- color
- Light yellow to yellow
- Water Solubility
- 2.522 ug/L · 2.522ug/L(temperature not stated)
- Merck
- 13 · 13,2398
- BRN
- 7137128 · 7137128
- Henry's Law Constant
- 2.5 · 2.5×104 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- Major Application
- agricultureenvironmental
- InChI
- 1S/C14H8Cl2N4/c15-11-7-3-1-5-9(11)13-17-19-14(20-18-13)10-6-2-4-8-12(10)16/h1-8H
- InChIKey
- UXADOQPNKNTIHB-UHFFFAOYSA-N
- SMILES
- Clc1ccccc1-c2nnc(nn2)-c3ccccc3Cl
- LogP
- 3.1 · 3.100
- CAS DataBase Reference
- 74115 · 74115-24-5(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 4 U0R0033 · JS4U0R0033
- Pesticides Freedom of Information Act (FOIA)
- Clofentezine
- EPA Substance Registry System
- Clofentezine (74115-24-5)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07,GHS09
- Signal word
- Warning
- Hazard statements
- 312 · H312-H410
- Precautionary statements
- 273 · P273-P280-P302+P352+P312-P362+P364-P391-P501
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Safety Statements
- 22 · 22-24/25
- RIDADR
- 3077 · UN 3077 9 / PGIII
- WGK Germany
- 3 · 3
- RTECS
- 6860000 · XF6860000
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 1 · Aquatic Chronic 1
- Toxicity
- 50 in · LD50 in rats, mice (mg/kg): >3200 orally; LC50 (96 hr) in rainbow trout: 100 mg/l (Bryan)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
P273, P391, and P501 (click each P-code to see the statement)
Warning
H312 (35.8%): Harmful in contact with skin [Warning Acute toxicity, dermal]
P273, P280, P302+P352, P317, P321, P362+P364, P391, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Commission Regulation No 844/2012
Clofentezine is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)
2010/39/EU, Reg (EU) 2018/1796, Reg (EU) 2019/1589, Reg. (EU) 2020/1511, Reg. (EU) 2021/1449, Reg. (EU) 2022/1480, Reg. (EU) 2023/2456, Reg. (EU) No 540/2011
Clofentezine: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Other Safety InformationIMAP assessments - 1,2,4,5-Tetrazine, 3,6-bis(2-chlorophenyl)-: Human health tier I assessment
Hazard Classes and Categories
Acute Tox. 4 (35.8%)
Serious eye damage/eye irritation - Category 2B
Specific target organ toxicity - Repeated exposure - Category 2 (liver, blood system)
Hazardous to the aquatic environment (Long-term) - Category 1
Carcinogens
Aquatic Chronic 1
Toxicology
Target OrgansEndocrine
Health Effects
No adverse health effects attributable to clofentezine were detecte during medical surveillance between 1985 and 2004 in workers at a plant manufacturing clofentezine. The medical examination included an extensive physical examination (including height, body weight, skin, ear, nose and throat, and respiratory, nervous, alimentary, reticulo-endothelial and cardiovascular systems, and locomotion) and specific tests for blood pressure and vision. The examination also included tests for hearing, lung function, urine analysis and blood tests when these were considered appropriate. (Makhteshim Agan Industries Ltd, 2004). However, there is an increase of incidences of thyroid adenomas, adenocarcinomas, thyroid hyperplasia, agglomeration of colloid and thyroid hormones in rats receiving prolonged treatment of high dose of clofentezine.
EPA IRIS Information
Apollo
Endocrine
1.3 x 10 ^-2 mg/kg-day
Carcinogen ClassificationNot listed by IARC.
Toxicity DataOral (rat) > 5200 mg/kg
Dermal (rat) > 2100 mg/kg
Inhalation (rat) > 0.89 (mg/l)
RAIS Toxicity Values
0.013
IRIS Current
0.0376
OPP
EPA Human Health Benchmarks for Pesticides
Clofentezine
0.013
77
General Population
0.0376
0.787-78.7
Hazard Quotient Level 0.1 or Cancer Risk Level 1E-06
8.20e+02
1.10e+04
2.30e+02
1.00e+02
1.40e+01
1.30e-02
Hazard Quotient Level 3 or Cancer Risk Level 1E-04
2.50e+03
3.20e+04
7.00e+02
1.00e+02
1.30e-02
Volatile
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- XF6860000
- ridadr
- UN 3077 9 / PGIII
- Toxicity
- LD50 in rats, mice (mg/kg): >3200 orally; LC50 (96 hr) in rainbow trout: 100 mg/l (Bryan)
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H312-H410
- Hazard Classifications
- Aquatic Chronic 1
- Precautionary statements
- P273-P280-P302+P352+P312-P362+P364-P391-P501
Chemistry & industry
Uses & manufacturing
UsesThis is a man-made compound that is used as a pesticide.
Use Classification
Acaricides
Environmental transformation -> Pesticides (parent, predecessor)
Applications
DescriptionClofentazine is a selective insecticide used to control mites. It has a low aqueous solubility and is not volatile. It is moderately persistent in soil systems but tends not to be in aquatic systems. Based on its physico-chemical properties it is not expected to leach to groundwater. Clofentazine is highly toxic to birds and fish and moderately toxic to aquatic invertebrates, honeybees and earthworms. It has a low mammalian toxicity.
UsesClofentezine is a mite growth regular and an tetrazine based acaricide. Clofentezine is used in agriculture for the protection of ornamentals, food and non-food crops in the field.
UsesPesticide.
Upstream & downstream products
Upstream raw materials
Suppliers99 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东海舟生物工程有限公司130-0567-0367 13006570367 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
河北枫嘉新材料科技有限公司+86-0311-87836622 +86-18712993135 · [email protected]
上海颖心实验室设备有限公司021-59178156 17002132182 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [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]
深圳市思美泉生物科技有限公司17683743113;18038040196 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
合肥天健化工有限公司551-65418679 15856988503;15837135945 · [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 · [email protected]
ChemeGen 中国18818260767 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
ZHEJIANG JIUZHOU CHEM CO., LTD+86-0576225566889 +86-13454675544 · [email protected]；[email protected]；[email protected]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [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]
武汉普洛夫生物科技有限公司17612776928 · [email protected]
湖北薪和化工有限公司027-83258456 15392830626 · [email protected]
南京生利德生物科技有限公司025-57798810 18652991625 · [email protected]
PT CHEM GROUP LIMITED+86-85511178; +86-85511178 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
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]
TLC梯尔希（南京）药物研发有限公司18012923235 · [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]
TargetMol中国（陶术生物）021-021-33632979 15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
九鼎化学（上海）科技有限公司4009209199 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
Henan Alfa Chemical Co., Ltd+8618339805032 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
广州和为医药科技有限公司17612033329 17612033329 · [email protected]
艾吉析科技（上海）有限公司17717235263 17717235263 · [email protected]
曼哈格（上海）生物科技有限公司400-818 0104 18918165978 · [email protected]
湖北美钡新材料有限公司18271819653 · [email protected]
南通市苏北化工原料有限公司0513-85290972 18762756250 · [email protected]
上海西陇生化科技有限公司021-52907766-8042
广州市齐云生物技术有限公司020-61288194 61288195 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
上海西格生物科技有限公司021-57810052 18930344717 · [email protected]
上海麦克林生化科技股份有限公司50706066 15221275939 · [email protected]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
河北贞佳新材料有限公司0319-5925599 13315915972 · [email protected]
Additional notes
DefinitionChEBI: A tetrazine that is 1,2,4,5-tetrazine in which both of the hydrogens have been replaced by o-chlorophenyl groups.
Related reactions
2 records
Compound notes
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