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Chloropretadalafil

Chloropretadalafil structure

CAS No.: 171489-59-1

Chemical Name:: Chloropretadalafil

Synonyms: (6R,12aR)-methyl1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate;(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-carboxylicacidmethyeste;Tadanafil P-1;Methyl (1R,3R;Chloropretadalafil;adalafil impurity 1;Tadaafil Intermediate;B]indole-3-carboxylate;Intermediate of Tadalafil 3

CBNumber:: CB5116504

Molecular Formula:: C22H19ClN2O5

Molecular Weight:: 426.85

MDL Number:: MFCD04973633

MOL File:: 171489-59-1.mol

MSDS File:: SDS

Last updated:2023-11-03 14:46:39

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Chloropretadalafil Properties

Melting point	230-232℃
Boiling point	627.5±55.0 °C(Predicted)
Density	1.445
storage temp.	Inert atmosphere,2-8°C
solubility	Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
pka	16.25±0.60(Predicted)
form	Solid
color	White to Pale Orange
InChI	InChI=1S/C22H19ClN2O5/c1-28-22(27)16-9-14-13-4-2-3-5-15(13)24-20(14)21(25(16)19(26)10-23)12-6-7-17-18(8-12)30-11-29-17/h2-8,16,21,24H,9-11H2,1H3/t16-,21-/m1/s1
InChIKey	JUKHNCNDFOAFLT-IIBYNOLFSA-N
SMILES	N1C2=C(C=CC=C2)C2C[C@H](C(OC)=O)N(C(CCl)=O)[C@H](C3=CC=C4OCOC4=C3)C1=2
FDA UNII	1P8ITA120M

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H335-H315-H319
Precautionary statements	P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Chloropretadalafil price More Price(19)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
TRC	M330125	(1R,3R)-Methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate(Chloropretadalafil)	171489-59-1	2g	$185	2021-12-16	Buy
AK Scientific	Z2024	(1R,3R)-1-Benzo[1,3]dioxol-5-yl-2-(2-chloroethanoyl)2,3,4,9-tetrahydro-1H-b-carboline-3-carboxylicacidmethylester	171489-59-1	5g	$109	2021-12-16	Buy
AK Scientific	Z2024	(1R,3R)-1-Benzo[1,3]dioxol-5-yl-2-(2-chloroethanoyl)2,3,4,9-tetrahydro-1H-b-carboline-3-carboxylicacidmethylester	171489-59-1	10g	$149	2021-12-16	Buy
American Custom Chemicals Corporation	API0028594	CHLOROPRETADALAFIL 95.00%	171489-59-1	5MG	$459.06	2021-12-16	Buy
Matrix Scientific	095485	(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 95+%	171489-59-1	1g	$16	2021-12-16	Buy

Product number	Packaging	Price	Buy
M330125	2g	$185	Buy
Z2024	5g	$109	Buy
Z2024	10g	$149	Buy
API0028594	5MG	$459.06	Buy
095485	1g	$16	Buy

Chloropretadalafil Chemical Properties,Uses,Production

Description

Chloropretadalafil is a key synthetic intermediate of tadalafil which is a selective inhibitor of cyclic guanosine monophosphate (cGMP)-specific phosphodiesterase type 5 (PDE5).

Chemical Properties

White Solid

Uses

(1R,3R)-1-(1,3-Benzodioxol-5-yl)-2-(chloroacetyl)-2,3,4,9- tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic is used as an intermediate in the synthesis of Tadafil, which is used for the treatment of erectile dysfunction.

References

[1] ALAIN DAUGAN. The Discovery of Tadalafil: A Novel and Highly Selective PDE5 Inhibitor. 2: 2,3,6,7,12,12a-hexahydropyrazino[1‘,2‘:1,6]pyrido[3,4-b]indole-1,4-dione Analogues[J]. Journal of Medicinal Chemistry, 2003. DOI:10.1021/jm0300577.
[2] SHI X X, LIU S, XU W Z, et al. Highly stereoselective Pictet–Spengler reaction of d-tryptophan methyl ester with piperonal: convenient syntheses of Cialis (Tadalafil), 12a-epi-Cialis, and their deuterated analogues[J]. Tetrahedron-asymmetry, 2008, 19: 435-442. DOI:10.1016/J.TETASY.2007.12.017.
[3] ZHANG Y, HE Q, DING H, et al. IMPROVED SYNTHESIS OF TADALAFIL[J]. Organic Preparations and Procedures International, 2005, 37: 102-199. DOI:10.1080/00304940509355408.

Chloropretadalafil synthesis

Synthesis of Chloropretadalafil from Chloroacetyl chloride and (1R,3R)-METHYL-1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE

Chloropretadalafil Preparation Products And Raw materials

Raw materials

Chloroacetyl chloride (1R,3R)-METHYL-1,2,3,4-TETRAHYDRO-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE (1S,3R)-Methyl-1,2,3,4-tetrahydro-1-(3,4-Methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate Piperonyl alcohol

Preparation Products

cis-Tadalafil Nortadalafil Tadalafil

Chloropretadalafil Suppliers

Global( 277)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Zhengzhou Lingzhiyue Technology Co., Ltd	+86-0371-55074660 +86-13783527580	Lingzhiyue@aliyun.com	China	3141	58
Shandong Luning Pharmaceutical Co., Ltd.	0546-6491488 +8613305469775		China	40	58
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd	+86-19164747840 +86-13119157289	13119157289@163.com	China	2971	58
Hebei Yanxi Chemical Co., Ltd.	+8617531190177	peter@yan-xi.com	China	5993	58
Hangzhou ICH Biofarm Co., Ltd	+undefined8613073685410	sales@ichemie.com	China	985	58
Zibo Hangyu Biotechnology Development Co., Ltd	+86-0533-2185556 +8617865335152	Mandy@hangyubiotech.com	China	11013	58
Anhui Ruihan Technology Co., Ltd	+8617756083858	daisy@anhuiruihan.com	China	994	58
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29797	60
Taizhou Tianhong Biochemistry Technology Co., Ltd.	0523-86132544	sales@thbiochem.com	CHINA	305	60
Beijing Cooperate Pharmaceutical Co.,Ltd	010-60279497	sales01@cooperate-pharm.com	CHINA	1811	55

Supplier	Advantage
Zhengzhou Lingzhiyue Technology Co., Ltd	58
Shandong Luning Pharmaceutical Co., Ltd.	58
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd	58
Hebei Yanxi Chemical Co., Ltd.	58
Hangzhou ICH Biofarm Co., Ltd	58
Zibo Hangyu Biotechnology Development Co., Ltd	58
Anhui Ruihan Technology Co., Ltd	58
Capot Chemical Co.,Ltd.	60
Taizhou Tianhong Biochemistry Technology Co., Ltd.	60
Beijing Cooperate Pharmaceutical Co.,Ltd	55

View Lastest Price from Chloropretadalafil manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-09	(1R,3R)-methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-B]indole-3-carboxylate 171489-59-1	US $171.00 / KG	1KG	99%	6000KG	Shandong Luning Pharmaceutical Co., Ltd.
2024-03-28	(1R,3R)-methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-B]indole-3-carboxylate 171489-59-1	US $0.00 / KG	25KG	98%-99%	Inquiry	PNP Biotech Co. Ltd
2024-03-08	(1r,3r)-methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9h-pyrido[3,4-b]indole-3-carboxylate 171489-59-1	US $10.00 / kg	1kg	99%	1000kg	Nantong Guangyuan Chemicl Co,Ltd

(1R,3R)-methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-B]indole-3-carboxylate
171489-59-1
US $171.00 / KG
99%
Shandong Luning Pharmaceutical Co., Ltd.

(1R,3R)-methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-B]indole-3-carboxylate
171489-59-1
US $0.00 / KG
98%-99%
PNP Biotech Co. Ltd

(1r,3r)-methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9h-pyrido[3,4-b]indole-3-carboxylate
171489-59-1
US $10.00 / kg
99%
Nantong Guangyuan Chemicl Co,Ltd

171489-59-1(Chloropretadalafil)Related Search:

(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine cis-Octahydroisoindole (1R,3R)-1-(benzo[d][1,3]dioxol-5-yl)-2-(2,2-dichloroacetyl) -2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate (1S,3S)-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 2-Hydroxypropyl Nortadalafil

Tadalafil EP Impurity N-Octyl Nortadalafil (1S,3R)-1-Benzo[1,3]dioxol-5-yl-2-(2-chloro-acetyl)-2,3,4,9-tetrahydro-1H-b-carboline-3-carboxylic Acid Methyl Ester 1,1'-Ethylidenebis(tryptophan) (1R,3R)-2-acetyl-1-(benzo[d][1,3]dioxol-5-yl)-2,3,4,9-tetrahydro- 1H-pyrido[3,4-b]indole-3-carboxylate

Amino Tadalafil Tadalafil (1R,3S)-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 Tadalafil KetolactaM Tadalafil iMpurity B

D(+)-Tryptophan (1S,3S)-1-(1,3-Benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic Acid Methyl Ester (6R,trans)-6-(3,4-dihydroxyphenyl)-2,3,6,7,12,12a-hexahydro-2-Methyl-pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

1of4

(1R,3R)-Methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-Methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate (Chloropretadalafil) (1R,3R)-1-(1,3-benzodioxol-5-yl)-2-(chloroacetyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b] indole-3-carboxylic acid methy ester 1H-Pyrido[3,4-b]indole-3-carboxylic acid, 1-(1,3-benzodioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-, methyl ester, (1R,3R)- B]indole-3-carboxylate (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)-METHYL-1,2,3,4-TETRAHYDRO-2-CHLOROACETYL-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE (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)-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 Tadalafil IMpurity: IMpurity E (1R,3R)-Methyl 1-(benzo[d][1,3]dioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b (6R.12aR)-Methyl-1,2,3,4-tetrahydro-2-chloroacetyl1-1(3,4-Methylenedioxyphenyl)9H-pyrido-[3,4-b]-indole-3-Carbxylate (6R, 12aR)-methyl 1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4- Tadalafil methylenedioxyphenyl)-9H-pyridol[3,4-b]indole-3- carboxylate (1R,3R)- methyl -1,2,3,4-tetrahydro-1-(3,4- methylenedioxyphenyl)-9H-pyrido [3,4-B]indole-3-carboxyl Tadanafil P-1 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-carboxylic Chloropretadalafil (Methyl (1R,3R)- 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-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-carboxylate Methyl (1R,3R Tadalafil intermediates，(1R,3R)-methyl-1,2,3,4-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-meth... An intermediate in the synthesis of Tadalafil, which is used for the treatment of erectile dysfunction. A phosphodiesterase 5 inhibitor. Intermediate of Tadalafil 3 (1R,3R)-Methyl-1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]" (6R,12aR)-methyl1,2,3,4-tetrahydro-2-chloroacetyl-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate (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-carboxylicacidmethyeste Methyl (1R,3R)-1-(1,3-benzodioxol-5-yl)-2-(chloroacetyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylate YL-1-(3,4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLATE Tadaafil Intermediate adalafil impurity 1 (1R3R)-METHYL-1,23.4-TETRAHYDRO-2-CHLOROACETL-1-(3.4-METHYLENEDIOXYPHENYL)-9H-PYRIDO[3.4-BJINDOLE-3-CARBOXYLATE (1R, 3R) -1- (1,3-benzodioxolane 5-yl) -2- (chloroacetyl) -2,3,4,9-tetrahydro-1H-pyridino [3,4-B] indole-3-carboxylic acid methyl ester Chloropretadalafil (1R,3R)-Methyl 1-(1,3-benzodioxol-5-yl)-2-(2-chloroacetyl)-2,3,4,9-tetrahydro-1H-Pyrido[3,4-b]indole-3-carboxylate 171489-59-1 Intermediate of Tadalafil Chiral Reagents