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CAS 7693-46-1
4-nitrophenyl carbonochloridate
Codes: EFAV-020, RITO-019, SOLIF-013, AZIL-039
Application context (from source-drug indications)
HIV infectionEfavirenz/Lamivudine/Tenofovir Disoproxil FumarateChronic hepatitis CParitaprevir/Ombitasvir/RitonavirHepatitis CParitaprevir/Ombitasvir/RitonavirDecompensated cirrhosisParitaprevir/Ombitasvir/RitonavirRenal impairmentParitaprevir/Ombitasvir/RitonavirFibrosisParitaprevir/Ombitasvir/RitonavirEnd-stage renal diseaseParitaprevir/Ombitasvir/RitonavirHIV infectionDarunavir Ethanolate/RitonavirLower urinary tract symptomsSolifenacin Succinate/Tamsulosin HydrochlorideBenign prostatic hyperplasiaSolifenacin Succinate/Tamsulosin HydrochlorideOveractive bladderSolifenacin Succinate/Tamsulosin HydrochlorideDrug-related adverse effects and reactionsSolifenacin Succinate/Tamsulosin HydrochlorideBladder neck obstructionSolifenacin Succinate/Tamsulosin HydrochlorideHypertensionAzilsartan Medoxomil Potassium/ChlorthalidoneEssential hypertensionAzilsartan Medoxomil Potassium/ChlorthalidoneHIV infectionRitonavirKaposi's sarcomaRitonavirBreast cancerRitonavirHIV infectionEfavirenzCreutzfeldt-Jakob diseaseEfavirenzAlzheimer's diseaseEfavirenzPancreatic cancerEfavirenzProstate cancerEfavirenzNon-Hodgkin lymphomaEfavirenzOveractive bladderSolifenacin SuccinateUrge incontinenceSolifenacin SuccinateUrinary tract diseaseSolifenacin SuccinateEssential hypertensionAzilsartan Medoxomil PotassiumHypertensionAzilsartan Medoxomil Potassium
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Efavirenz/Lamivudine/Tenofovir Disoproxil Fumarate | Tier C — Watch / trade | - |
| Paritaprevir/Ombitasvir/Ritonavir | Tier C — Watch / trade | - |
| Darunavir Ethanolate/Ritonavir | Tier C — Watch / trade | - |
| Solifenacin Succinate/Tamsulosin Hydrochloride | Tier C — Watch / trade | - |
| Azilsartan Medoxomil Potassium/Chlorthalidone | Tier C — Watch / trade | - |
| Ritonavir | Tier C — Watch / trade | - |
| Efavirenz | Tier B — Position early | - |
| Solifenacin Succinate | Tier B — Position early | - |
| Azilsartan Medoxomil Potassium | 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.
ethynylcyclopropane→2-(2-amino-5-chlorophenyl)-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol→5-chloro-2-nitrobenzaldehyde→1-(5-chloro-2-nitrophenyl)-3-cyclopropylprop-2-yn-1-ol→1-(5-chloro-2-nitrophenyl)-3-cyclopropylprop-2-yn-1-one→(1R,2R,4R,5S)-1-(3,5-bis(trifluoromethyl)benzyl)-2-((R)-hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium bromide→(S)-2-(5-chloro-2-nitrophenyl)-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol→4-nitrophenyl carbonochloridate
(S)-benzyl (1-hydroxy-3-phenylpropan-2-yl)carbamate→(S)-benzyl (1-oxo-3-phenylpropan-2-yl)carbamate→dibenzyl ((2S,3R,4R,5S)-3,4-dihydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→1-bromo-2-methyl-1-oxopropan-2-yl acetate→(5S,6R,7R,8S)-5,8-dibenzyl-7-bromo-3,10-dioxo-1,12-diphenyl-2,11-dioxa-4,9-diazadodecan-6-yl acetate→dibenzyl ((1S,1'S)-((2R,3R)-oxirane-2,3-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate→dibenzyl ((2S,3S,5S)-3-hydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→(2S,3S,5S)-2,5-diamino-1,6-diphenylhexan-3-ol→phenylboronic acid→(S)-1-((4S,6S)-4-benzyl-2-phenyl-1,3,2-oxazaborinan-6-yl)-2-phenylethanamine→4-nitrophenyl (thiazol-5-ylmethyl) carbonate→thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate→(S)-2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoic acid→ethyl 2-chloroacetate→ethyl 2-chloro-3-oxopropanoate→methanethioamide→ethyl thiazole-5-carboxylate→thiazol-5-ylmethanol→4-nitrophenyl carbonochloridate→isobutyramide→2-methylpropanethioamide→1,3-dichloropropan-2-one→methyl L-valinate hydrochloride→1-(2-isopropylthiazol-4-yl)-N-methylmethanamine→RITO-025→(S)-methyl 2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoate
(S)-benzyl (1-hydroxy-3-phenylpropan-2-yl)carbamate→(S)-benzyl (1-oxo-3-phenylpropan-2-yl)carbamate→dibenzyl ((2S,3R,4R,5S)-3,4-dihydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→1-bromo-2-methyl-1-oxopropan-2-yl acetate→(5S,6R,7R,8S)-5,8-dibenzyl-7-bromo-3,10-dioxo-1,12-diphenyl-2,11-dioxa-4,9-diazadodecan-6-yl acetate→dibenzyl ((1S,1'S)-((2R,3R)-oxirane-2,3-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate→dibenzyl ((2S,3S,5S)-3-hydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→(2S,3S,5S)-2,5-diamino-1,6-diphenylhexan-3-ol→phenylboronic acid→(S)-1-((4S,6S)-4-benzyl-2-phenyl-1,3,2-oxazaborinan-6-yl)-2-phenylethanamine→4-nitrophenyl (thiazol-5-ylmethyl) carbonate→thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate→(S)-2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoic acid→ethyl 2-chloroacetate→ethyl 2-chloro-3-oxopropanoate→methanethioamide→ethyl thiazole-5-carboxylate→thiazol-5-ylmethanol→4-nitrophenyl carbonochloridate→isobutyramide→2-methylpropanethioamide→1,3-dichloropropan-2-one→methyl L-valinate hydrochloride→1-(2-isopropylthiazol-4-yl)-N-methylmethanamine→RITO-025→(S)-methyl 2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoate
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline→(R)-quinuclidin-3-ol→4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolane→ethyl(phenyl)zinc→3,4-dihydroisoquinoline 2-oxide→tert-butyl ((2S,3S)-3-methyl-1-morpholinopentan-2-yl)carbamate→(S)-1-phenyl-3,4-dihydroisoquinolin-2(1H)-ol→4-nitrophenyl carbonochloridate→4-nitrophenyl (S)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate
methyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate→methyl (Z)-2-ethoxy-1-((2'-(N'-hydroxycarbamimidoyl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate→4-(chloromethyl)-5-methyl-1,3-dioxol-2-one→(Z)-2-ethoxy-1-((2'-(N'-hydroxycarbamimidoyl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylic acid→(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (Z)-2-ethoxy-1-((2'-(N'-hydroxycarbamimidoyl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate→4-nitrophenyl carbonochloridate→(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (Z)-2-ethoxy-1-((2'-(N'-(((4-nitrophenoxy)carbonyl)oxy)carbamimidoyl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate
(S)-benzyl (1-hydroxy-3-phenylpropan-2-yl)carbamate→(S)-benzyl (1-oxo-3-phenylpropan-2-yl)carbamate→dibenzyl ((2S,3R,4R,5S)-3,4-dihydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→1-bromo-2-methyl-1-oxopropan-2-yl acetate→(5S,6R,7R,8S)-5,8-dibenzyl-7-bromo-3,10-dioxo-1,12-diphenyl-2,11-dioxa-4,9-diazadodecan-6-yl acetate→dibenzyl ((1S,1'S)-((2R,3R)-oxirane-2,3-diyl)bis(2-phenylethane-1,1-diyl))dicarbamate→dibenzyl ((2S,3S,5S)-3-hydroxy-1,6-diphenylhexane-2,5-diyl)dicarbamate→(2S,3S,5S)-2,5-diamino-1,6-diphenylhexan-3-ol→phenylboronic acid→(S)-1-((4S,6S)-4-benzyl-2-phenyl-1,3,2-oxazaborinan-6-yl)-2-phenylethanamine→4-nitrophenyl (thiazol-5-ylmethyl) carbonate→thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate→(S)-2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoic acid→ethyl 2-chloroacetate→ethyl 2-chloro-3-oxopropanoate→methanethioamide→ethyl thiazole-5-carboxylate→thiazol-5-ylmethanol→4-nitrophenyl carbonochloridate→isobutyramide→2-methylpropanethioamide→1,3-dichloropropan-2-one→methyl L-valinate hydrochloride→1-(2-isopropylthiazol-4-yl)-N-methylmethanamine→RITO-025→(S)-methyl 2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-3-methylbutanoate
ethynylcyclopropane→2-(2-amino-5-chlorophenyl)-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol→5-chloro-2-nitrobenzaldehyde→1-(5-chloro-2-nitrophenyl)-3-cyclopropylprop-2-yn-1-ol→1-(5-chloro-2-nitrophenyl)-3-cyclopropylprop-2-yn-1-one→(1R,2R,4R,5S)-1-(3,5-bis(trifluoromethyl)benzyl)-2-((R)-hydroxy(quinolin-4-yl)methyl)-5-vinylquinuclidin-1-ium bromide→(S)-2-(5-chloro-2-nitrophenyl)-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol→4-nitrophenyl carbonochloridate
(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline→(R)-quinuclidin-3-ol→4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolane→ethyl(phenyl)zinc→3,4-dihydroisoquinoline 2-oxide→tert-butyl ((2S,3S)-3-methyl-1-morpholinopentan-2-yl)carbamate→(S)-1-phenyl-3,4-dihydroisoquinolin-2(1H)-ol→4-nitrophenyl carbonochloridate→4-nitrophenyl (S)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate
methyl 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate→methyl (Z)-2-ethoxy-1-((2'-(N'-hydroxycarbamimidoyl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate→4-(chloromethyl)-5-methyl-1,3-dioxol-2-one→(Z)-2-ethoxy-1-((2'-(N'-hydroxycarbamimidoyl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylic acid→(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (Z)-2-ethoxy-1-((2'-(N'-hydroxycarbamimidoyl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate→4-nitrophenyl carbonochloridate→(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (Z)-2-ethoxy-1-((2'-(N'-(((4-nitrophenoxy)carbonyl)oxy)carbamimidoyl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate
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