108619-08-5

Basic information

• Product Name: (5-nitroindoline-1-yl)(phenyl)methanone
• Synonyms: (5-nitroindoline-1-yl)(phenyl)methanone
• CAS NO: 108619-08-5
• Molecular Weight: 268.272
• Mol File: 108619-08-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (5-nitroindoline-1-yl)(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (5-nitroindoline-1-yl)(phenyl)methanone(108619-08-5)
• EPA Substance Registry System: (5-nitroindoline-1-yl)(phenyl)methanone(108619-08-5)

Safety Data

• Hazardous Substances Data: 108619-08-5(Hazardous Substances Data)

Upstream product

• 6037-73-6 1-benzyl-2,3-dihydro-1H-indole 
• 32692-19-6 5-nitro-2,3-dihydro-1H-indole 
• 98-88-4 benzoyl chloride 
• 61589-14-8 N-benzoylindoline 

Downstream Products

• 32692-19-6 5-nitro-2,3-dihydro-1H-indole 
• 108013-44-1 1-benzoyl-2,3-dihydro-5-amino-1H-indole 
• 6146-52-7 5-nitroindole 
• 107518-68-3 N-(1-benzoyl-6-nitro-indolin-5-yl)-acetamide 

Relevant articles and documents

Using weak interactions to control C-H mono-nitration of indolines

An unprecedented C-H mononitration of indolines either at the -C5 or -C7 positions under mild condition is reported here. The roles of multiple weak interactions and factors such as steric factors, electronic effects, cation-π interactions, and solvent polarity were established, and we achieved a 100% regioselective electrophilic aromatic (EArS) nitration using Cu(NO3)2 or AgNO3.

Indole derivatives or salts thereof as well as preparation method and application of indole derivatives or salts thereof

The invention belongs to the technical field of chemical medicine, and relates to an Hh (Hedgehog) signal pathway Smoothed (SMO) receptor small molecule inhibitor, in particular to indole derivativesor salts thereof with Smoothed inhibitory activity, which are shown in chemical general formula (I) in the description, as well as a preparation method and pharmaceutical composition of the indole derivatives or salts thereof. Tests on inhibitory activity of Hh signal pathways show that most compounds have better inhibitory activity on the Hh signal pathways. The invention further discloses the application of the compounds to preparation of medicines for treating diseases associated with Hh, wherein the diseases are BCC (basal cell carcinoma), MB (medullblastoma), SCLC (small cell lung cancer), medulloblastoma, rhabdomyosarcoma, or a combination of the diseases.

Synthesis method for acylindoline-type compound with C-5 position substituted by nitro group

The invention discloses a synthesis method for an acylindoline-type compound with a C-5 position substituted by a nitro group, wherein a reaction general formula is represented as follows, R referring to alkyl groups including hydrogen (H), 4-methyl and 7-methyl groups. The synthesis method is simple and high-effective, wherein by means of ferric nitrate nonahydrate, the acylindoline-type compound with the C-5 position substituted by a nitro group is produced directly through one step. The reaction has strong zone selectivity and high synthesis efficiency. The raw materials are easy to prepare, and the nitration reagent, ferric nitrate nonahydrate, is low-cost and easy-to-obtained, has wide source and is stable and low-toxic. The reaction is free of protection by inert gas and can be directly carried out in air, has simple operations and gentle conditions, employs a low-cost and easy-to-obtained solvent, and has wide adaptable range of a substrate. The method is low in requirement on reaction conditions, has wide adaptable range, has significant advantages than known methods, and has a potential wide application prospect.