171489-59-1

171489-59-1 structure

Name: Chloropretadalafil
Chemical Name: (1r,3r)-methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9h-pyrido[3,4-b]indole-3-carboxylate
CAS Number: 171489-59-1
Molecular Formula: C₂₂H₁₉ClN₂O₅
Molecular Weight: 426.850
Create Date: 2019-01-09 09:00:43
Modify Date: 2026-06-29 21:44:24

Name	(1r,3r)-methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9h-pyrido[3,4-b]indole-3-carboxylate
Synonyms	Tadalafil intermediates，(1R,3R)-methyl-1,2,3,4-tetrahydro-2- chloroacetyl-1-(3,4- methylenedioxyphenyl)-9H-pyrido[3,4- B]indole-3-cboxylate (1R,3R)-Methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-Methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate (Chloropretadalafil) Methyl (1R,3R (1R,3R)-Methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]" (6R, 12-methyl 1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4- Tadalafil methylenedioxyphenyl)-9H-pyridol[3,4-b]indole-3- cboxylate Chloropretadalafil (Methyl (1R,3R)-1-(1,3-benzodioxol-5-yl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-p (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-cboxylate (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-2,3,4,9-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester B]indole-3-cboxylate (1R3R)-METHYL-1,23.4-TETRAHYDRO-2-CHLOROACETL-1-(3.4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3.4-BJINDOLE-3-CBOXYLATE (1R,3R)- methyl -1,2,3,4-tetrahydro-1-(3,4- methylenedioxyphenyl)-9H-pyrido [3,4-B]indole-3-cboxyl (1R,3R)-methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-meth (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate methyl(1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-cboxylate Chloropretadalafil (Methyl (1R,3R) (1R,3R)-1-(1,3-Benzodioxol-5-yl)-2-(chloroacetyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-cboxylicacidmethyeste Tadalafil intermediate 2 (1R,3R)-Methyl 1-(1,3-benzodioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-Pyrido[3,4-b]indole-3-cboxylate (1R,3R)-1-(1,3-Benzodioxol-5-y)-2-(chloroacetyi)-2,3,4,9-tetrahydro 31H-pyrido(3,4-b]indole-3-cboxyicacid methyl ester Tadalafil Chloroacetyl Impurity Methyl (1R,3R)-1-(1,3-benzodioxol-5-yl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-cboline-3-cboxylate YL-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CBOXYLATE 4-b]indole-3-cboxylicacidmethyeste Intermediate of Tadalafil 3 (6R,12aR)-methyl1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate (1R,3R)-METHYL-1,2,3,4-TETRAHYDRO-2-CHLOROACETYL-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CBOXYLATE (6R.12aR)-Methyl-1,2,3,4-tetrahydro-2-chloroacetyl1-1(3,4-Methylenedioxyphenyl)9H-pyrido-[3,4-b]-indole-3-Carbxylate (1R,3R)-1-(1,3-Benzodioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic Acid Methyl Ester (1R,3R)-1-(3,4-methylenedioxyphenyl)-2-chloroacetyl-1,2,3,4-tetrahydro-pyrido[3,4-b]indole-3-carboxylic acid methyl ester An intermediate in the synthesis of Tadalafil, which is used for the treatment of erectile dysfunction. A phosphodiesterase 5 inhibitor (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3 (1R,3R)-1-(1,3-BENZODIOXOL-5-YL)-2-(CHLOROACETYL)-2,3,4,9-TETRAHYDRO-1H-PYRIDO[3,4-B] INDOLE-3-CARBOXYLIC ACID METHYL ESTER (1R,3R)-1-(1,3-Benzodioxol-5-yl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-B]indole-3-cboxylic acid methyl ester (1R,3R)-1-(1,3-Benzodioxol-5-yl)-2-(chloroacetyl)-2,3,4,9- tetrahydro-1H-pyrido[3,4-b]indole-3-cboxylic (1R,3R)-1-(1,3-Benzodioxol-5-yl)-2-(chloroacetyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylicacidmethyeste Tadanafil P-1 Chloropretadalafil (Methyl (1R,3R)-1-(1,3-benzodioxol-5-yl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido-[3,4-b]indole-3-cboxylate) (6R,12-methyl1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-cboxylate Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetra-hydro-1H-pyrido[3,4-b]indole-3-cboxylate (6R.12-Methyl-1,2,3,4-tetrahydro-2-chloroacetyl(3,4-Methylenedioxyphenyl)9H-pyrido-[3,4-b]-indole-3-Cbxylate Methyl (1R,3R)-1-(1,3-benzodioxol-5-yl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate (1R,3R)-1-(Benzo[d][1,3]dioxol-5-yl)-2-(2-chloro-acetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-3-cboxylic acid methyl ester (1R, 3R) -1- (1,3-benzodioxolane 5-yl) -2- (chloroacetyl) -2,3,4,9-tetrahydro-1H-pyridino [3,4-B] indole-3-cboxylic acid methyl ester (1R,3R)-1-benzo[1,3]dioxol-5-yl-2-(2-chloroethanoyl)-2,3,4,9-tetrahydro-1H--carboline-3-carboxylic acid methyl ester TDF-M2 1H-Pyrido[3,4-b]indole-3-cboxylic acid, 1-(1,3-benzodioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-, methyl ester, (1R,3R) (1R,3R)-1-(1,3-Benzodioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-cboxylic Acid Methyl Ester 3-Benzodioxol-5-yl)-2-(chloroacetyl-2 (1R,3R)-Methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-Methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-cboxylate (Chloropretadalafil) Tadalafil IMpurity: IMpurity E (6R,12AR)-METHYL 1,2,3,4-TETRAHYDRO-2-CHLOROACETYL-1-(3,4-ME - THYLENEDIOXYPHENYL)-9H-PYRIDO-(3,4-B)INDOLE-3-CARBOXYLATE Tadalafil Chloroacetyle Impurity (1R,3R)-1-(1,3-BENZODIOXOL-5-YL)-2-(CHLOROACETYL)-2,3,4,9-TETRAHYDRO-1H-PYRIDO[3,4-B] INDOLE-3-CBOXYLIC ACID METHYL ESTER Tadaafil Intermediate (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b (1R,3R)-1-(1,3-benzodioxol-5-yl)-2-(chloroacetyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b] indole-3-cboxylic acid methy ester Tildenafil Impurity 5 adalafil impurity 1

Density	1.4±0.1 g/cm3
Boiling Point	627.5±55.0 °C at 760 mmHg
Melting Point	230-232℃
Molecular Formula	C₂₂H₁₉ClN₂O₅
Molecular Weight	426.850
Flash Point	333.3±31.5 °C
Exact Mass	426.098236
PSA	80.86000
LogP	2.95
Vapour Pressure	0.0±1.8 mmHg at 25°C
Index of Refraction	1.666

HS Code	2934999090

120-57-0

14907-27-8

79-04-9

~86%

171489-59-1

Literature: INTERQUIM, S.A.; BERZOSA RODRIGUEZ, Xavier; MARQUILLAS OLONDRIZ, Francisco Patent: WO2012/107549 A1, 2012 ; Location in patent: Page/Page column 12 ; WO 2012/107549 A1

14907-27-8

171489-59-1

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 3 p. 789 - 792

120-57-0

171489-59-1

Literature: Journal of Medicinal Chemistry, , vol. 46, # 21 p. 4533 - 4542

4299-70-1

171489-59-1

Literature: Journal of Medicinal Chemistry, , vol. 46, # 21 p. 4533 - 4542

1039484-71-3

79-04-9

171489-59-1

629652-40-0

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 7 p. 2582 - 2584

749864-17-3

171489-59-1

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 8 p. 1425 - 1428

153-94-6

171489-59-1

Literature: RSC Advances, , vol. 4, # 3 p. 1204 - 1211

79-04-9

171596-41-1

~92%

171489-59-1

Literature: Xiao, Sen; Shi, Xiao-Xin; Xing, Jing; Yan, Jing-Jing; Liu, Shi-Ling; Lu, Wei-Dong Tetrahedron Asymmetry, 2009 , vol. 20, # 18 p. 2090 - 2096

Precursor 8
79-04-9 171596-41-1 120-57-0 14907-27-8
4299-70-1 1039484-71-3 749864-17-3 153-94-6
DownStream 3
171596-27-3 171596-29-5 171596-36-4

HS Code	2934999090
Summary	2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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