106469-57-2

Basic information

• Product Name: CYANOPINDOLOL HEMIFUMARATE
• Synonyms: CYANOPINDOLOL HEMIFUMARATE;4-[3-[TERT-BUTYLAMINO]-2-HYDROXYPROPOXY]-1H-INDOLE-2-CARBONITRILE HEMIFUMARATE;4-(3-((1,1-Dimethylethyl)amino)-2-hydroxypropoxy)-1H-Indole-2-carbonitrile fumarate salt (2:1);4-hydroxy-1H-indole-2-carbonitrile
• CAS NO: 106469-57-2
• Molecular Formula: C20H25N3O6
• Molecular Weight: 403.43
• Product Categories: Serotonin receptor
• Mol File: 106469-57-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 988.3°Cat760mmHg
• Flash Point: 551.5°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Storage Temp.: Store at RT
• CAS DataBase Reference: CYANOPINDOLOL HEMIFUMARATE(CAS DataBase Reference)
• NIST Chemistry Reference: CYANOPINDOLOL HEMIFUMARATE(106469-57-2)
• EPA Substance Registry System: CYANOPINDOLOL HEMIFUMARATE(106469-57-2)

Safety Data

• Hazardous Substances Data: 106469-57-2(Hazardous Substances Data)

Usage

Uses

Cyanopindolol hemifumarate is a SR-1A/SR-1B antagonist.

Biological Activity

5-HT 1A/1B antagonist with roughly equal affinity at each receptor; also a β -adrenoceptor antagonist.

InChI:InChI=1/2C16H21N3O2.C4H4O4/c2*1-16(2,3)18-9-12(20)10-21-15-6-4-5-14-13(15)7-11(8-17)19-14;5-3(6)1-2-4(7)8/h2*4-7,12,18-20H,9-10H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;;2-1+

Upstream product

• 106469-56-1 2-cyano-4-(benzyloxy)indole 
• 5896-17-3 2-(phenylmethoxy)benzaldehyde 
• 90-02-8 salicylaldehyde 
• 39843-67-9 4-Benzyloxy-1H-indole-2-carbonyl chloride 
• 34609-37-5 4-benzyloxy-1H-indole-2-carboxamide 
• 39731-09-4 4-benzyloxylindole-2-carboxylic acid 
• 51336-53-9 4-hydroxy-1H-indole-2-carboxamide 

Downstream Products

• 126953-42-2 4-(3-{4-[1-(2,4-Dinitro-phenylamino)-1-methyl-ethyl]-1-methyl-cyclohexylamino}-2-hydroxy-propoxy)-1H-indole-2-carbonitrile 
• 106502-44-7 4-{3-[4-(1-Amino-1-methyl-ethyl)-1-methyl-cyclohexylamino]-2-hydroxy-propoxy}-1H-indole-2-carbonitrile 
• 106469-50-5 4-{3-[1-(4-Amino-4-methyl-cyclohexyl)-1-methyl-ethylamino]-2-hydroxy-propoxy}-1H-indole-2-carbonitrile 
• 73907-82-1 4-(2,3-epoxypropoxy)-1H-indol-2-carbonitrile 
• 97730-95-5 DPI 201-106 

Relevant articles and documents

An efficient synthesis of 4-hydroxy-1H-indole-2-carbonitrile and its conversion to DPI 201-106

A three-step synthesis of 4-hydroxy-1H-indole-2-carbonitrile (3) from commercially available 1,5,6,7-tetrahydro-4H-indol-4-one (4) via cyanation and subsequent halogenation/dehydrohalogenation proceeds in 84% overall yield. The conversion of 3 into positive inotrope DPI 201-106 (1) is also described.

Anti-cancer agents and uses thereof

The present invention is in the area of novel compounds and salts thereof, their syntheses, and their use as anti-cancer agents. The compounds include compounds of Formula I: and solvates, hydrates and pharmaceutically-acceptable salts thereof, wherein A1 is N or CR1; A3 is N or CR3; A5 is N or CR5; R1, R3—R6 and L are defined in the specification; n is 0 or 1; and X is an optionally-substituted aryl group having 6-10 carbons in the ring portion, an optionally-substituted 6-membered heteroaryl group having 1-3 nitrogen atoms in the ring portion, an optionally-substituted 5-membered heteroaryl group having 0-4 nitrogen atoms in the ring portion and optionally having 1 sulfur atom or 1 oxygen atom in the ring portion, or an optionally-substituted heteroaryl group in which a 6-membered ring is fused either to a 5-membered ring or to a 6-membered ring, wherein in each case 1, 2, 3 or 4 ring atoms are heteroatoms independently selected from nitrogen, oxygen and sulfur. They are effective against a broad range of cancers, especially leukemia, non-small cell lung and colon.