109315-45-9

Upstream product

• 103096-52-2 3-<<(α-hydroxyphenylethyl)amino>methyl>indole 
• 183741-60-8 indole-1-carbaldehyde diethyl acetal 
• 295316-03-9 2-(1-Diethoxymetylindole-2-yl)-2-phenylethylamine 
• 295316-04-0 4-Phenyl-3,4-dihydropyrimido[1,6-a]indole 
• 102-96-5 (2-nitroethenyl)benzene 
• 295316-02-8 1-Diethoxymethyl-2-(2-nitro-1-phenylethyl)indole 
• 295316-00-6 4-Phenyl-1,2,3,4-tetrahydropyrimido[1,6-a]indole 

Downstream Products

• 109315-29-9 2,3,4,5-tetrahydro-4-phenyl-2-[3-(3-pyridinyl)propyl]-1H-pyrido[4,3-b]indole 
• 109315-28-8 2,3,4,5-tetrahydro-4-phenyl-2-[4-(4-pyridinyl)butyl]-1H-pyrido[4,3-b]indole 
• 109315-31-3 2,3,4,5-tetrahydro-4-phenyl-2-[2-(2-pyridinyl)ethyl]-1H-pyrido[4,3-b]indole 

Relevant academic research and scientific papers

Regiocontrolled annellation reactions starting from diethoxymethyl protected indole

Directed metallation of the diethoxymethyl protected indole 4 followed by treatment with β-nitrostyrene leads to the 1,2- disubstituted indole 5. Using 5 as a central intermediate, the tricyclic annellation products of type 2 and 3 were accessed when the regiochemical outcome of the reactions could be controlled.

Antipsychotic Activity of Substituted γ-Carbolines

Several novel substituted γ-carbolines were synthesized and examined in a series of in vitro and in vivo pharmacological tests to determine potential antipsychotic activity.Most compounds were orally active in blocking the conditioned avoidance response (CAR) in rats but did not antagonize apomorphine-induced stereotyped behavior.Compound 17 (Wy-47,384), a γ-carboline with a 3-(3-pyridinyl)propyl side chain, was selected for development as an atypical antipsychotic agent because of its potent and selective profile in preclinical psychopharmacological tests.It blocked CAR in rats with an AB50 of 14 mg/kg po, showed weak affinity for the D2 receptor site (Ki = 104 nM), and showed differential potency in antagonizing apomorphine-induced stereotyped behavior (ED50 = 11 mg/kg ip) and climbing behavior (ED50 = 4 mg/kg ip).Such activities are suggestive of antipsychotic efficacy combined with a low potential for extrapyramidal side effect (EPS) liability.

ANTIPSYCHOTIC GAMMA-CARBOLINES

The compounds: STR1 in which R 1 is hydrogen, halogen, hydroxy, or alkyl;R 2 is substituted or unsubstituted pyridinyl, pyrazinyl, quinolinyl or quinoxalinyl and said substituents are alkyl, alkoxy, alkoxycarbonyl, halogen, cyano or nitro; R