136516-16-0

Basic information

• Product Name: 1,5-Dimethyl-2-nitroiminohexahydro-1,3,5-triazine
• Synonyms: 1,5-Dimethyl-2-nitroiminohexahydro-1,3,5-triazine;N-(1,5-Dimethyl-1,3,5-triazinan-2-ylidene)nitramide;N-(1,5-diMethyl-1,3,5-triazin-2-ylidene)nitraMide;1,3,5-Triazin-2-aMine, 1,4,5,6-tetrahydro-1,5-diMethyl-N-nitro-
• CAS NO: 136516-16-0
• Molecular Formula: C₅H₁₁N₅O₂
• Molecular Weight: 173.17314
• Mol File: 136516-16-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 271.3 °C at 760 mmHg
• Flash Point: 117.9 °C
• Appearance: /
• Density: 1.45 g/cm³
• PKA: 6.46±0.20(Predicted)
• CAS DataBase Reference: 1,5-Dimethyl-2-nitroiminohexahydro-1,3,5-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Dimethyl-2-nitroiminohexahydro-1,3,5-triazine(136516-16-0)
• EPA Substance Registry System: 1,5-Dimethyl-2-nitroiminohexahydro-1,3,5-triazine(136516-16-0)

Safety Data

• Hazardous Substances Data: 136516-16-0(Hazardous Substances Data)

Usage

General Description

1,5-Dimethyl-2-nitroiminohexahydro-1,3,5-triazine, also known as DMNIHT, is a chemical compound that is primarily used as a high-energy material in the production of explosives and propellants. It is a nitroamine compound with a six-membered ring structure, and its highly energetic properties make it suitable for use in various military and industrial applications. DMNIHT is classified as a potential mutagen and is considered to be toxic to aquatic organisms. Due to its explosive nature and potential health and environmental risks, the handling and use of DMNIHT are strictly regulated in many countries.

Upstream product

• 50-00-0 formaldehyd 
• 4245-76-5 N-methyl-N'-nitroguanidinene 
• 74-89-5 methylamine 

Relevant articles and documents

Azido-neonicotinoids as candidate photoaffinity probes for insect nicotinic acetylcholine receptors [1]

The neonicotinoids are the most successful chemical class of insecticides reaching sales of more than 630 Mio $ in 2001, mainly due to the excellent market performance of imidacloprid and thiamethoxam. The insect nicotinic acetylcholine receptors (nAChRs) are the targets for these compounds, which are highly effective against a variety of sucking and chewing insects. Compared with the other neonicotinoid sales products, thiamethoxam binds in a different way, possibly to a different site of nAChRs in aphids. To gain further insight into the different modes of binding, a research program applying the photoaffinity labeling technique was started. A series of novel candidate photoaffinity probes containing a 5-azido-6-chloropyridin-3-ylmethyl group were prepared from 5-azido-6-chloropyridin-3-ylmethyl chloride, which was obtained in three steps from 6-chloropyridin-3-ylmethyl chloride. These probes showed good to excellent contact/feeding and systemic activity against Myzus persicae, however, they were at least 4- to 16-fold less effective against Aphis craccivora, Nilaparvata lugens, Spodoptera littoralis, and Diabrotica balteata than the neonicotinoid sales products. In general, the introduction of an azide group at C(5) of the 6-chloropyridin-3-ylmethyl substituent resulted in reduced potency as well as in a narrower pest spectrum. In competition binding assays with [3H]imidacloprid, analogues of imidacloprid, clothianidin, thiacloprid and thiamethoxam containing a 5-azido-6-chloropyridin- 3-ylmethyl group showed high displacing potency with nAChRs from Aphis and Myzus (Ki values: 2 to 27 nM) suggesting that these compounds are valuable candidate photoaffinity probes. Taking into account the biological screening activity as well as the receptor binding potency, 1-(5-azido-6- chloropyridin-3-ylmethyl)-2-nitroimino-imidazolidine N-(5-azido-6-chloropyridin- 3-ylmethyl)-N′-methyl-N″-nitroguanidine and 3-(5-azido-6- chloropyridin-3-ylmethyl)-2-cyanoimino-thiazolidine were identified as the preferred candidate neonicotinoid photoaffinity probes to study the imidacloprid binding site.