138400-06-3

Basic information

• Product Name: 3-(2-mercaptoethyl)quinazoline-2,4(1H,3H)-dione
• Synonyms: 3-(2-mercaptoethyl)quinazoline-2,4(1H,3H)-dione
• CAS NO: 138400-06-3
• Molecular Formula: C10H10 N2 O2 S
• Molecular Weight: 0
• Mol File: 138400-06-3.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.323g/cm³
• Refractive Index: 1.609
• CAS DataBase Reference: 3-(2-mercaptoethyl)quinazoline-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-mercaptoethyl)quinazoline-2,4(1H,3H)-dione(138400-06-3)
• EPA Substance Registry System: 3-(2-mercaptoethyl)quinazoline-2,4(1H,3H)-dione(138400-06-3)

Safety Data

• Hazardous Substances Data: 138400-06-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H10N2O2S/c13-9-7-3-1-2-4-8(7)11-10(14)12(9)5-6-15/h1-4,15H,5-6H2,(H,11,14)

Upstream product

• 57212-70-1 N-(mesyloxy)phthalimide 
• 156-57-0 2-mercaptoethylamine hydrochloride 
• 56530-39-3 N-p-tolylsulfonyloxyphthalimide 
• 41470-88-6 2-ethoxy-4H-benzo[d][1,3]oxazin-4-one 
• 138608-74-9 Bis<2-(2,4-dioxo-1,2,3,4-tetrahydrochinazolin-3-yl)ethyl>disulfan 

Relevant articles and documents

Polycyclic azines with heteroatoms in the 1- and 3-position. 40. Synthesis of heterocyclic immunomodulators. 3. Synthesis of n-1 substituted 3-(2-mercaptoethyl)quinazoline-2,4-(1H,3H)-diones from bis(2-(2-aminobenzoylamino)ethyl)disulfane and testing of i

A 3-step synthesis, starting from substituted isatoic anhydride was used to prepare substituted 3-(2-mercaptoethyl)quinazoline-2,4(1H,3H)-diones 4. Reaction of 1 with cystamine afforded bis[2-(2-amino-benzoyl-amino)ethyl]disulfanes 2. Reaction of 2 with e

Bis[(2,4-dioxo-1,2,3,4-tetrahydrochinazolin-3-yl)alkyl]disulfanes and 3-(mercaptoalkyl)quinazoline-2,4(1H,3H)-diones: Synthesis by ringtransformations and antiviral activity

Reaction of N-(sulfonyloxy)phthalimide derivatives 1, 2, with cystamine and homocystamine, respectively, affords bis[(2,4-dioxo-1,2,3,4-tetra-hydroquinazolin-3-yl)alkyl]disulfanes 3, which could be reduced to 3-(mercaptoalkyl)quinazoline-2,4(1H,3H)-diones 5. (3(2-Mercaptoethyl)quinazoline-2,4(1H,3H)-dione (5a) was also obtained in a one-pot reaction from 1 or 2 and cysteamine. 2-Ethoxy-4 H-3,1-benzoxazin-4-ones 4a-c were converted with cysteamine to 3-(mercaptoethyl)quinazoline-2,4-diones 5a-c by a new ringtransformation reaction. 3- (2-Mercaptoethyl)quinazoline-2,4(1H,3H)dione (5a) and the corresponding disulfane 3a were evaluated for antiviral activity in vitro. Compounds 3a and 5a showed significant antiviral activity against some DNA- and RNA-viruses (vaccinia-, herpes simplex virus type 1; influenza A virus) at concentrations that were nontoxic to the host cell cultures.

3-(mercaptoalkyl)quinazoline

A compound or its tautomer of Formula I, STR1 wherein R1 is hydrogen, a 6-methyl, 6-fluoro, 6-chloro, 6-bromo, or 6,7-dimethoxy residue, R2 is hydrogen, or a methyl residue, and n is 1 or 2, and tautomers and their pharmaceutically acceptable alkali, or ammonium salts.