151273-51-7

Basic information

• Product Name: 5-(2,5-DIMETHYLPYRROL-1-YL)-INDOLE
• Synonyms: 5-(2,5-DIMETHYLPYRROL-1-YL)-INDOLE;5-(2,5-dimethyl-1H-pyrrol-1-yl)-1H-indole
• CAS NO: 151273-51-7
• Molecular Formula: C₁₄H₁₄N₂
• Molecular Weight: 210.27
• Mol File: 151273-51-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(2,5-DIMETHYLPYRROL-1-YL)-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2,5-DIMETHYLPYRROL-1-YL)-INDOLE(151273-51-7)
• EPA Substance Registry System: 5-(2,5-DIMETHYLPYRROL-1-YL)-INDOLE(151273-51-7)

Safety Data

• Hazardous Substances Data: 151273-51-7(Hazardous Substances Data)

Usage

Synthesis

A mixture of 5-aminoindole (120.0 g, 0.908 mol), acetonylacetone (200.0 mL, 1.70 mol), and toluene (400 mL) was heated at reflflux under nitrogen using a DeanStark trap for 6 h. The reaction was cooled and then poured through a silica gel fifilter ?(~ 2 kg) followed fifirst by hexanes (4 L) and then by 6% ether in hexanes to afford 133.3 g of a pink solid. Recrystallization of this solid in ether/hexanes afforded 126.1 g (66%) of the 2,5-dimethylpyrrole as an off-white solid.?Reference: Macor, J. E.; Chenard, B. L.; Post, R. J. J. Org. Chem. 1994, 59, 7496?7498.

Upstream product

• 5192-03-0 5-amino-1H-indole 
• 110-13-4 2,5-hexanedione 

Downstream Products

• 151273-49-3 5-(2,5-dimethyl-1H-pyrrol-1-yl)-3-<(N-(benzyloxycarbonyl)pyrrolidin-2(R)-yl)carbonyl>-1H-indole 

Relevant articles and documents

Substituted indole compounds having NOS inhibitory activity

The present invention features inhibitors of nitric oxide synthase (NOS), particularly those that selectively inhibit neuronal nitric oxide synthase (nNOS) in preference to other NOS isoforms. The NOS inhibitors of the invention, alone or in combination w

5-arylindole derivatives

Compounds of formula (I), wherein R 1 is (a), (b), (c) or (d); n is 0, 1 or 2; A, B, C and D are each independently nitrogen or carbon; R 2, R 3, R 4 and R 5 are each independently hydrogen, C 1 to C 6 alkyl, aryl, C 1 to C 3 alkyl-aryl, halogen (e.g. fluorine, chlorine, bromine or iodine), cyano, nitro, --(CH 2) m NR 14 R 15, --(CH 2) m OR 9, --SR 9, --SO 2 NR 14 R 15, --(CH 2) m NR 14 SO 2 R 15 --(CH 2) m NR 14 CO 2 R 9, --(CH 2) m NR 14 COR 9, --(CH 2) m NR 14 CONHR 9, --CONR 14 R 15, or --CO 2 R 9 ; R 2 and R 3, R 3 and R 4, or R 4 and R 5 may be taken together to form a five- to seven-membered alkyl ring, a six-membered aryl ring, a five- to seven-membered heteroalkyl ring having 1 heteroatom of N, O, or S, or a five- to six-membered heteroaryl ring having H 1 or 2 heteroatoms of N, O, or S and the pharmaceutically acceptable salts thereof. These compounds are useful in treating migraine and other disorders. These compounds are useful psychotherapeutics and are potent serotonin (5-HT 1) agonists and benzodiazepine agonists and antagonists and may be used in the treatment of depression, anxiety, eating disorders, obesity, drug abuse, cluster headache, migraine, pain and chronic paroxysmal hemicrania and headache associated with vascular disorders, and other disorders arising from deficient serotonergic neurotransmission. The compounds can also be used as centrally acting antihypertensives and vosodilators. STR1

INDOLE DERIVATIVES

Compounds of the formula STR1 wherein Z is STR2 R 1 is STR3 X is O, NH, or S; A, B, D, E, and F are each independently C, N, O, or S; wherein the remaining variables are defined in the specification, and the pharmaceutically acceptable salts thereof. Thes