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CAS 17630-76-1
5-chloroindoline-2,3-dione
Codes: CIPARG-001
Application context (from source-drug indications)
Falciparum malariaCipargaminPlasmodium infectionCipargamin
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Cipargamin | Tier C — Watch / trade | - |
Position in synthesis routes (up/downstream chain)
Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.
5-chloroindoline-2,3-dione→5-chloro-1-(4-methoxybenzyl)indoline-2,3-dione→P,P-diphenylphosphinothioic amide→(E)-N-(5-chloro-1-(4-methoxybenzyl)-2-oxoindolin-3-ylidene)-P,P-diphenylphosphinothioic amide→tert-butyl (5-chloro-2-ethynyl-4-fluorophenyl)carbamate→tert-butyl (S)-(5-chloro-2-((5-chloro-3-((diphenylphosphorothioyl)amino)-1-(4-methoxybenzyl)-2-oxoindolin-3-yl)ethynyl)-4-fluorophenyl)carbamate→(S)-N-(3-((2-amino-4-chloro-5-fluorophenyl)ethynyl)-5-chloro-1-(4-methoxybenzyl)-2-oxoindolin-3-yl)-P,P-diphenylphosphinothioic amide→(R)-N-(5-chloro-3-(6-chloro-5-fluoro-1H-indol-2-yl)-1-(4-methoxybenzyl)-2-oxoindolin-3-yl)-P,P-diphenylphosphinothioic amide→(R)-3-amino-5-chloro-3-(6-chloro-5-fluoro-1H-indol-2-yl)-1-(4-methoxybenzyl)indolin-2-one→benzyl (R)-(5-chloro-3-(6-chloro-5-fluoro-1H-indol-2-yl)-1-(4-methoxybenzyl)-2-oxoindolin-3-yl)carbamate→benzyl (R)-(5-chloro-3-(6-chloro-5-fluoro-3-formyl-1H-indol-2-yl)-1-(4-methoxybenzyl)-2-oxoindolin-3-yl)carbamate→benzyl (R,E)-(5-chloro-3-(6-chloro-5-fluoro-3-(2-nitroprop-1-en-1-yl)-1H-indol-2-yl)-1-(4-methoxybenzyl)-2-oxoindolin-3-yl)carbamate→benzyl (R)-(5-chloro-3-(6-chloro-5-fluoro-3-(2-oxopropyl)-1H-indol-2-yl)-1-(4-methoxybenzyl)-2-oxoindolin-3-yl)carbamate→(3R,3'S)-5,7'-dichloro-6'-fluoro-1-(4-methoxybenzyl)-3'-methyl-2',3',4',9'-tetrahydrospiro[indoline-3,1'-pyrido[3,4-b]indol]-2-one→5-chloro-2-ethynyl-4-fluoroaniline→(3R,3'S)-5,7'-dichloro-6'-fluoro-3'-methyl-2',3',4',9'-tetrahydrospiro[indoline-3,1'-pyrido[3,4-b]indol]-2-one
methyl (R)-2-amino-3-(6-chloro-5-fluoro-1H-indol-3-yl)propanoate→methyl (R)-2-((tert-butoxycarbonyl)amino)-3-(6-chloro-5-fluoro-1H-indol-3-yl)propanoate→tert-butyl (R)-(1-(6-chloro-5-fluoro-1H-indol-3-yl)-3-hydroxypropan-2-yl)carbamate→(R)-2-((tert-butoxycarbonyl)amino)-3-(6-chloro-5-fluoro-1H-indol-3-yl)propyl methanesulfonate→tert-butyl (S)-(1-(6-chloro-5-fluoro-1H-indol-3-yl)propan-2-yl)carbamate→(S)-1-(6-chloro-5-fluoro-1H-indol-3-yl)propan-2-amine→(3R,3'S)-5,7'-dichloro-6'-fluoro-3'-methyl-2',3',4',9'-tetrahydrospiro[indoline-3,1'-pyrido[3,4-b]indol]-2-one→5-chloroindoline-2,3-dione→6-chloro-5-fluoro-1H-indole→2-acetamido-3-(6-chloro-5-fluoro-1H-indol-3-yl)propanoic acid→(R)-2-acetamido-3-(6-chloro-5-fluoro-1H-indol-3-yl)propanoic acid→(R)-2-amino-3-(6-chloro-5-fluoro-1H-indol-3-yl)propanoic acid
5-chloroindoline-2,3-dione→6-chloro-5-fluoroindoline-2,3-dione→6-chloro-5-fluoro-3-hydroxy-3-(2-oxopropyl)indolin-2-one→6-chloro-5-fluoro-3-hydroxy-3-((2-methyl-1,3-dioxolan-2-yl)methyl)indolin-2-one→1-(6-chloro-5-fluoro-1H-indol-3-yl)propan-2-one→(S)-1-(6-chloro-5-fluoro-1H-indol-3-yl)propan-2-amine (7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid→(3R,3'S)-5,7'-dichloro-6'-fluoro-3'-methyl-2',3',4',9'-tetrahydrospiro[indoline-3,1'-pyrido[3,4-b]indol]-2-one (7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid→(3R,3'S)-5,7'-dichloro-6'-fluoro-3'-methyl-2',3',4',9'-tetrahydrospiro[indoline-3,1'-pyrido[3,4-b]indol]-2-one
5-chloroindoline-2,3-dione→6-chloro-5-fluoro-1H-indole→6-chloro-5-fluoro-1H-indole-3-carbaldehyde→(Z)-6-chloro-5-fluoro-3-(2-nitroprop-1-en-1-yl)-1H-indole→1-(6-chloro-5-fluoro-1H-indol-3-yl)propan-2-amine→5,7'-dichloro-6'-fluoro-3'-methyl-2',3',4',9'-tetrahydrospiro[indoline-3,1'-pyrido[3,4-b]indol]-2-one→(3R,3'S)-5,7'-dichloro-6'-fluoro-3'-methyl-2',3',4',9'-tetrahydrospiro[indoline-3,1'-pyrido[3,4-b]indol]-2-one
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