Compound: CYROMAZINE
SMILES: n1c(nc(N)nc1N)NC2CC2
InChIKey: LVQDKIWDGQRHTE-UHFFFAOYSA-N
Synonyms: CYROMAZINE, 66215-27-8, Larvadex, Neporex, Vetrazin, Trigard, Cyromazin, Cyclopropylmelamine, Citation, Cypromazine, Azimethiphos, Cga 72662, N-Cyclopropyl-1,3,5-triazine-2,4,6-triamine, Ciromazina, Armor, 1,3,5-Triazine-2,4,6-triamine, N-cyclopropyl-, 2-Cyclopropylamino-4,6-diamino-s-triazine, N-cyclopropylmelamine, Vetrazin (pesticide), N2-cyclopropyl-1,3,5-triazine-2,4,6-triamine, Cyromazinum, CGA-72662, 2-N-cyclopropyl-1,3,5-triazine-2,4,6-triamine, 2,4-Diamino-6-(cyclopropylamino)-s-triazine, AI3-52713, NSC-759268, CA49Y29RA9, DTXSID6023999, DTXCID403999, CHEBI:30260, N(2)-cyclopropyl-1,3,5-triazine-2,4,6-triamine, RefChem:919489, 266-257-8, Larvadex Premix, OMS-2014, N-Cyclopropyl-2,4,6-triamino-1,3,5-triazine, C6H10N6, MFCD00078650, Neporex (TN), Cyromazine [ANSI:BSI:ISO], Cyromazin;CGA-72662, Cyromazine (INN), N~2~-Cyclopropyl-1,3,5-Triazine-2,4,6-Triamine, N-cyclopropyltriazine-2,4,6-triamine, Diamino-6-(cyclopropylamino)-s-triazine, NCGC00163803-03, CYROMAZINE [INN], Cyclopropyl-1,3,5-triazine-2,4,6-triamine, 1,3,5-Triazine-2,4,6-triamine, N2-cyclopropyl-, Caswell No. 167B, Cyromazine [BAN:INN], Cyromazinum [INN-Latin], Ciromazina [INN-Spanish], CAS-66215-27-8, HSDB 6602, EINECS 266-257-8, BRN 0882879, UNII-CA49Y29RA9, Cyromazine [USP:INN:BAN], Neoprex, AX3, Cyromazine (Standard), N2-Cyclopropylmelamine, CYROMAZINE [MI], Cyromazine 100 microg/mL in Acetonitrile, Cyromazine (USP/INN), CYROMAZINE [ISO], CYROMAZINE [HSDB], N-Cyclopropyl-1,3,5-triazin-2,4,6-triamine, CYROMAZINE [MART.], 2,4-diamino-6-cyclopropylamino-1,3,5-triazine, CYROMAZINE [USP-RS], SCHEMBL27231, 2,4-Diamino-6-(cyclopropylamino)-s-triazine (8CI), orb1310241, orb3139496, CHEMBL1231107, HY-B1331R, CYROMAZINE [USP IMPURITY], HMS3264K09, HMS3652N03, HMS5082D04, Pharmakon1600-01505903, HY-B1331, MSK20403, Tox21_112074, Tox21_201846, Tox21_300784, EBC-04334, NSC759268, s4167, AKOS007930524, Tox21_112074_1, AC-6858, CCG-213992, CS-4864, FC20765, NSC 759268, Cyromazine-(cyclopropyl-2,2,3,3-d4), NCGC00163803-01, NCGC00163803-02, NCGC00163803-04, NCGC00163803-05, NCGC00163803-06, NCGC00254688-01, NCGC00259395-01, 2Cyclopropylamino-4,6-diamino-s-triazine, AS-12700, SY052504, 2,4-diamino-6-cyclopropylamino-s-triazine, DB-054884, C2366, NS00001536, SW220183-1, Cyromazin, PESTANAL(R), analytical standard, D07767, D89506, EN300-872806, AB01563373_01, AB01563373_02, Q412423, SR-01000944274, 2,4-Diamino-6-(cyclopropylamino)-1,3,5-triazine, SR-01000944274-1, BRD-K36711084-001-01-2, BRD-K36711084-001-02-0, N-Cyclopropyl-1,3,5-triazine-2,4,6-triamine, 9CI, N-Cyclopropyl-2,4,6-triamino-1,3,5-triazine, 97%, Z1255383207, Cyromazin (N-Cyclopropyl- 1,3,5-Triazine-2,4,6-Triamine), Cyromazine, United States Pharmacopeia (USP) Reference Standard
Theoretical properties:
molecular_formula: C6H10N6
molecular_weight: 166.18 g/mol
exact_mass: 166.09669434 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 12
topological_polar_surface_area: 103 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless crystals
color: Colorless crystals
melting_point: 224.9 °C
density: 1.35 g/cu cm (20 °C)
solubility: All in g/kg, 20 °C: In methanol 22, isopropanol, 2.5, acetone, 1.7, n-octanol 1.2, dichloromethane 0.25, toluene, 0.015, hexane 0.0002
vapor_pressure: 3.36X10-9 mm Hg at 25 °C
Descriptions:
pubchem: Cyromazine is a triamino-1,3,5-triazine. It has a role as a triazine insecticide and a mouse metabolite.
chembl: CYROMAZINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Cyromazine is a triazine insect growth regulator used as an insecticide to control dipterans and some other insects. It is a cyclopropyl derivative of melamine.  The exact mechanism of action of cyromazine against insects is unclear although it does affect the larval and pupal cuticles.
In veterinary medicine, cyromazine is used as an ectoparasiticide. It has been used since 1979 in Australia and New Zealand to control and prevent flystrike of sheep by blowfly. The exact mechanism of action has not been determined, but it is non-toxic to mammals and does not target the nervous system. It is not toxic to adult flies, only having its effect on larval forms by disrupting the moulting process. It can give 8-10 weeks protection when applied topically. Because of this it has little effect on existing infestations and is commonly used prophylactically. In 2011 resistance was detected in Lucilia cuprina to cyromazine from infested sheep that failed to be protected following treatment.