Basic information
- CAS
551-92-8- Standard SMILES
Cc1ncc([N+](=O)[O-])n1C- InChIKey
IBXPYPUJPLLOIN-UHFFFAOYSA-N- Molecular formula
- C5H7N3O2
- Average molar mass
- 141.13 g/mol
- Monoisotopic mass
- 141.05382646
Overview
Dimetridazole is a C-nitro compound that is 5-nitroimidazole in which the hydrogens at positions 1 and 2 are replaced by methyl groups. An antiprotozoal drug, it has been banned by both the Government of Canada and the European Union as a livestock feed additive owing to suspicions of it being carcinogenic. It has a role as an antiparasitic agent and an antiprotozoal drug. It is a member of imidazoles and a C-nitro compound.
Names & identifiers
- Preferred name
- Dimetridazole
- IUPAC
- 1,2-dimethyl-5-nitroimidazole
- English name
- 1,2-Dimethyl-5-nitroimidazole
- Molecular formula
- C5H7N3O2
- Molecular weight
- 141.13
Names & synonyms
dimetridazole1,2-Dimethyl-5-nitroimidazole551-92-8EmtrylDimetridazolDimetridazolum5-Nitro-1,2-dimethylimidazole1H-Imidazole, 1,2-dimethyl-5-nitro-RP 8595AlazolDTXSID5020497K59P7XNB8X
Show more names
DimetronidazoleDimetridazole Premix8595RPRP8595Unizole
NSC-226253RP-8595DTXCID30497CHEBI:141155RefChem:134401209-001-21,2-DIMETHYL-5-NITRO-1H-IMIDAZOLEEmtrylvet
Database identifiers
- CAS
551-92-8- PubChem CID
- 3090
- DTXSID
DTXSID5020497- ChEMBL
CHEMBL38938- ChEBI
CHEBI:141155- UNII
- K59P7XNB8X
- EC Number
- 209-001-2
- Nikkaji
- J4.401F
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 63.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 144
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP0.31
Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Ionization Efficiency
Positive
2.97
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Collision Cross Section
128.0 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID5020497]
116.4 Ų [M+H]+ [CCS Type: TW]
133.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]
124.77 Ų [M+H]+
Physicochemical properties
- Melting point
- 177 · 177-182°C
- Boiling point
- 258.15 °C · 258.15°C (rough estimate)
- Density
- 1.3818 · 1.3818 (rough estimate)
- refractive index
- 1.619 · 1.6190 (estimate)
- storage temp.
- 2 · Inert atmosphere,2-8°C
- solubility
- 50 mg/mL · ethanol: soluble50mg/mL
- form
- Crystalline Powder
- pka
- 2.81 · 2.81±0.25(Predicted)
- color
- white to yellow with a green cast
- Water Solubility
- 9.69 g/L · 9.69g/L(20 ºC)
- Merck
- 14 · 14,3265
- BRN
- 130665 · 130665
- Stability
- Stable. Incompatible with strong oxidizing agents.
- Major Application
- forensics and toxicologypharmaceutical (small molecule)
- InChI
- 1S/C5H7N3O2/c1-4-6-3-5(7(4)2)8(9)10/h3H,1-2H3
- InChIKey
- IBXPYPUJPLLOIN-UHFFFAOYSA-N
- SMILES
- Cc1ncc(n1C)[N+]([O-])=O
- FDA 21 CFR
- 530.41 · 530.41
- CAS DataBase Reference
- 551 · 551-92-8(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 59 P7XNB8X · K59P7XNB8X
- NIST Chemistry Reference
- Dimetridazole(551-92-8)
- EPA Substance Registry System
- 1 · 1,2-Dimethyl-5-nitroimidazole (551-92-8)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-36/37-22
- WGK Germany
- 3 · 3
- RTECS
- 5075000 · NI5075000
- HS Code
- 29332900 · 29332900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
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
H315 (92.5%): Causes skin irritation [Warning Skin corrosion/irritation]
P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 53 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationDimetridazole: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 1H-Imidazole, 1,2-dimethyl-5-nitro-: Environment tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (92.5%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- NI5075000
- hs_code
- 29332900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-36/37-22
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
ATC CodeQP - Antiparasitic products, insecticides and repellents
MeSH Pharmacological ClassificationSubstances that are destructive to protozoans.
Uses & manufacturing
Use Classification
Veterinary Drug -> ANTIPROTOZOAL_AGENT -> JECFA Functional Classes
Veterinary Drug -> ANTIPROTOZOAL_AGENT -> JECFA Functional Classes
Veterinary Drug -> ANTIPROTOZOAL_AGENT -> JECFA Functional Classes
Veterinary Drug -> ANTIPROTOZOAL_AGENT -> JECFA Functional Classes
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
Applications
UsesAn antihistomonal agent. Antiprotozoal (Histomonas).
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers102 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海相辉医药科技有限公司13761987713 · [email protected]
上海泰坦科技股份有限公司400-6009262 15618770481 · [email protected]
合肥天健化工有限公司551-65418679 15856988503;15837135945 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
斯百全化学（上海）有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [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]
济南云鼎生物科技有限公司15662712965 · [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]
天津阿尔塔科技有限公司022-65378550-8551 · [email protected]
上海创赛科技有限公司400-6087598 15021221957 · [email protected]
上海乾劲化工科技有限公司021-20900665 17321230821 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海永叶生物科技有限公司86-021-61559134 15921386130 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
桦特昇生物科技（武汉）有限公司027-59207879 1972026995 18140587686 · [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]
上海昕凯医药科技有限公司21-619849051-1 18521059765 · [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]
Ring Specialty Chemicals Inc.+1 416 493 6870 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
成都润泽本土化工有限公司028-88469284 18000562381 · [email protected]
郑州阿尔法化工有限公司0371-53778726 18003825608 · [email protected]
上海西陇生化科技有限公司021-52907766-8042
上海前衍生物科技有限公司02781293128 · [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]
Additional notes
DefinitionChEBI: Dimetridazole is a C-nitro compound that is 5-nitroimidazole in which the hydrogens at positions 1 and 2 are replaced by methyl groups. An antiprotozoal drug, it has been banned by both the Government of Canada and the European Union as a livestock feed additive owing to suspicions of it being carcinogenic. It has a role as an antiprotozoal drug and an antiparasitic agent. It is a C-nitro compound and a member of imidazoles.
Related reactions
19 records
Compound notes
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