314-35-2

Basic information

• Product Name: etamiphyllin
• Synonyms: etamiphyllin;Etamiphyllinum;7-(2-Diethylaminoethyl)-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione;7-(2-Diethylaminoethyl)theophylline;Etaminophylline;Millophylline;R3588;1,3-Dimethyl-7-(2-(diethylamino)ethyl)xanthine
• CAS NO: 314-35-2
• Molecular Formula: C13H21N5O2
• Molecular Weight: 279.342
• EINECS: 206-244-6
• Mol File: 314-35-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 75°
• Boiling Point: 422.11°C (rough estimate)
• Flash Point: 232.1°C
• Appearance: /
• Density: 1.1155 (rough estimate)
• Vapor Pressure: 1.19E-08mmHg at 25°C
• Refractive Index: 1.6050 (estimate)
• PKA: 9.85±0.25(Predicted)
• CAS DataBase Reference: etamiphyllin(CAS DataBase Reference)
• NIST Chemistry Reference: etamiphyllin(314-35-2)
• EPA Substance Registry System: etamiphyllin(314-35-2)

Safety Data

• Hazardous Substances Data: 314-35-2(Hazardous Substances Data)

Usage

Originator

Dalophylline,Arnolds Veterinary

Manufacturing Process

One mol of theophylline was dissolved in a 1% aqueous solution of 1 mol of caustic soda. One mol of β-diethylaminoethyl chloride was added, and the mixture was boiled for 6 hours with reflux, while stirring.The product was evaporated to dryness in vacuum, and the dry, pasty residue was taken up in acetone, to separate the desired compound from sodium chloride associated therewith. The acetone solution was distilled to remove solvent and 1,3-dimethyl-7-(β-diethylamino)ethylxanthine-7-(β- (diethylamino)ethyl)theophylline was obtained as a white mass. MP: 74°C. The product is very soluble in water, alcohol and acetone.

Therapeutic Function

Diuretic, Cardiotonic, Smooth muscle relaxant, Respiratory stimulant

InChI:InChI=1/C13H21N5O2/c1-5-17(6-2)7-8-18-9-14-11-10(18)12(19)16(4)13(20)15(11)3/h9H,5-8H2,1-4H3

Upstream product

• 21729-98-6 methyl-N-cyano carbamate 
• 39070-63-8 4-benzoylbenzene-1,2-diamine 
• 56107-02-9 4-chloro-3-nitrobenzophenone 
• 96-99-1 4-chloro-3-nitrobenzoate 
• 74-11-3 para-chlorobenzoic acid 
• 106-43-4 para-chlorotoluene 
• 39259-32-0 methyl N-(1-methylthio-1-iminomethyl)-carbamate 
• 33609-48-2 3,4-dinitrobenzophenone 
• 24376-18-9 3,4-dinitrobenzoyl chloride 
• 528-45-0 3,4-dinitrobenzoic acid 
• 40943-37-1 O-methyl-N-(methoxycarbonyl)-isourea 
• 67-68-5 dimethyl sulfoxide 
• 57070-71-0 (3,4-diaminophenyl)phenylmethanone hydrochloride 
• 52329-60-9 (2-amino-1H-benzimidazol-5-yl)(phenyl)methanone 

Relevant articles and documents

Method for synthesizing mebendazole by means of methyl cyanocarbamate

The invention discloses a method for synthesizing mebendazole by means of methyl cyanocarbamate. The method comprises the steps that 3,4-diaminobenzophenone and methyl cyanocarbamate react in acetone and hydrochloric acid to prepare a crude mebendazole, the crude mebendazole forms salt in methyl alcohol-nitric acid to obtain mebendazole nitrate, and finally the mebendazole nitrate is subjected to crystal transformation in methyl alcohol-nitric acid to obtain C crystal type mebendazole. The cheap and easily-obtained 3,4-diaminobenzophenone and methyl cyanocarbamate are adopted as raw materials, a large quantity of waste salts generated in the O-methyl isourea methyl formate synthesis process are avoided, the cyclization time is short and only needs 4-6 h, the production period is remarkably shortened, high-salt wastewater by-products can be treated through simple distillation, and the good industrial prospect is achieved.

MEBENDAZOLE POLYMORPH FOR TREATMENT AND PREVENTION OF TUMORS

Mebendazole is an antiparasitic drug with over 40 years of safe use. Recently mebendazole was repurposed for glioblastoma therapy. Three polymorphs of mebendazole exist, but the relative polymorph content for existing drugs varies, and the therapeutic anti-cancer relevance of the different polymorphs was unknown. As an oral drug mebendazole polymorph C is a superior form, and it reaches the brain and brain tumors in effective concentrations. Efficacy is further improved by combining mebendazole with a P-glycoprotein inhibitor. Mebendazole may also be used for therapy of other cancers, as well as a chemo-preventative agent.

DMSO-mediated ligand dissociation: Renaissance for biological activity of N-heterocyclic-[Ru(η6-arene)Cl2] drug candidates

Slipped under the radar? 1HNMR spectroscopic examination revealed that [Ru(η6-arene)Cl2(L)] (L=N-heterocyclic ligands) complexes readily undergo a ligand exchange reaction in DMSO (see scheme), a popular medium for preparing stock solutions for biological screening. It is therefore highly important for researchers to study the stability in DMSO before reporting on the biological activity of such complexes. Copyright