| Identification | Back Directory | [Name]
CYPRAZINE | [Synonyms]
s6115 k6295 Outfox S 6115 s-6115 S-9115 K 6295 Cyprozine CYPRAZINE cyprazine (wssa) caswellnumber271d SALOR-INT L132225-1EA Cyprazine Solution, 100ppm Cyprazine Solution, 1000ppm Cyprazine 50mg [22936-86-3] Cyprazine @100 μg/mL in MeOH Cyprazine@100 μg/mL in Hexane epapesticidechemicalcodenumber100401 2-chloro-4-cyclopropylamino-6-isopropylamino-s-triazin 6-chloro-N-cyclopropyl-N’-(1-methylethyl)-1,3,5-triazine 2-chloro-4-(cyclopropylamino)-6-(isopropylamino)-s-triazin 2-Chloro-4-cyclopropylamino-6-isopropylamino-1,3,5-triazine 2-CHLORO-4-(CYCLOPROPYLAMINO)-6-(ISOPROPYLAMINO)-S-TRIAZINE s-triazine,2-chloro-4-(cyclopropylamino)-6-(isopropylamino)- 6-chloro-n-cyclopropyl-n-isopropyl-1,3,5-triazine-2,4-diamine s-Triazine, 2-chloro-4-(cyclopropylamino)-6-(isopropylamino)- 5-triazine-2,4-diamine,6-chloro-n-cyclopropyl-n’-(1-methylethyl)-3 1,3,5-Triazine-2,4-diamine, 6-chloro-N-cyclopropyl-N'-(1-methylethyl)- 1,3,5-Triazine-2,4-diamine, 6-chloro-N2-cyclopropyl-N4-(1-methylethyl)- | [Molecular Formula]
C9H14ClN5 | [Molecular Weight]
227.69 |
| Chemical Properties | Back Directory | [Melting point ]
167°C | [density ]
1.2385 (rough estimate) | [refractive index ]
1.6110 (estimate) | [Henry's Law Constant]
7.6×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [InChI]
InChI=1S/C9H14ClN5/c1-5(2)11-8-13-7(10)14-9(15-8)12-6-3-4-6/h5-6H,3-4H2,1-2H3,(H2,11,12,13,14,15) | [InChIKey]
OOHIAOSLOGDBCE-UHFFFAOYSA-N | [SMILES]
N1=C(Cl)N=C(NC(C)C)N=C1NC1CC1 |
| Hazard Information | Back Directory | [Description]
Cyprazine is a obsolete post-emergence herbicide. It has a low aqueous solubility and may be quite persistent in the environment depending on local conditions. Ecotoxicological data is scarce, however cyprazine is moderately toxic to fish. Little information is available regarding its human toxicology. | [Production Methods]
Cyprazine would have been manufactured using the same industrial chemical processess applied to other chloro substituted s triazine herbicides. Commercial production began with cyanuric chloride, the universal starting material for triazine pesticides, which was reacted stepwise with cyclopropylamine and isopropylamine, the two amines that define cyprazine’s substitution pattern. Each substitution step required careful temperature control because cyanuric chloride reacts exothermically and becomes progressively less reactive after each amine addition. After the final amination, the reaction mixture was neutralised, filtered, and subjected to solvent exchange and crystallisation to yield technical grade cyprazine. | [Mechanism of action]
Inhibition of plant photosynthesis - blocks the Hill Reaction step | [Pesticide Type]
Herbicide |
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