BRASSININ

The Carbamodithioic acid,N-(1H-indol-3-ylmethyl)-, methyl ester, with the CAS registry number 105748-59-2, is also known as Brassinin. It belongs to the product categories of Aromatics Compounds; Aromatics; Indole Derivatives; Sulfur & Selenium Compounds. This chemical's molecular formula is C₁₁H₁₂N₂S₂ and molecular weight is 236.36. What's more, both its IUPAC name and systematic name are the same which is called Methyl N-(1H-indol-3-ylmethyl)carbamodithioate. This chemical is a plant metabolite of great significance due to its dual role both as an effective phytoalexin and as an early biosynthetic precursor of the majority of the phytoalexins produced by plants of the family Brassicaceae (Cruciferae).

Physical properties about Carbamodithioic acid,N-(1H-indol-3-ylmethyl)-, methyl ester are: (1)ACD/LogP: 2.967; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.97; (4)ACD/LogD (pH 7.4): 2.97; (5)ACD/BCF (pH 5.5): 105.92; (6)ACD/BCF (pH 7.4): 105.92; (7)ACD/KOC (pH 5.5): 979.67; (8)ACD/KOC (pH 7.4): 979.68; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 85.21 Å²; (13)Index of Refraction: 1.732; (14)Molar Refractivity: 71.592 cm³; (15)Molar Volume: 178.969 cm³; (16)Polarizability: 28.381×10^-24cm³; (17)Surface Tension: 67.12 dyne/cm; (18)Density: 1.321 g/cm³; (19)Flash Point: 218.029 °C; (20)Enthalpy of Vaporization: 69.343 kJ/mol; (21)Boiling Point: 436.899 °C at 760 mmHg; (22) Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Carbamodithioic acid,N-(1H-indol-3-ylmethyl)-, methyl ester: this chemical can be prepared by 3-(methylsulfanylthiocarbonylamino-methyl)-indole-1-carboxylic acid tert-butyl ester. This reaction needs reagents 15-crown-5-ether, piperidine and solvent acetonitrile at ambient temperature. The reaction time is 85 min. The yield is 92 %.

Uses of Carbamodithioic acid,N-(1H-indol-3-ylmethyl)-, methyl ester: it is used to produce other chemicals. For example, it can react with iodomethane to get methylbrassinin. The reaction occurs with reagent LiH and solvent dimethylformamide at ambient temperature. The reaction time is 1 hour. The yield is 40 %.

You can still convert the following datas into molecular structure:
(1) SMILES: S=C(SC)NCc2c1ccccc1nc2
(2) InChI: InChI=1S/C11H12N2S2/c1-15-11(14)13-7-8-6-12-10-5-3-2-4-9(8)10/h2-6,12H,7H2,1H3,(H,13,14)
(3) InChIKey: QYKQWFZDEDFELK-UHFFFAOYSA-N