Tadalafil, (6R,12aS)-

Base Information Edit

Chemical Name:Tadalafil, (6R,12aS)-
CAS No.:171596-27-3
Molecular Formula:C22H18N3O4
Molecular Weight:389.411
Hs Code.:
European Community (EC) Number:877-513-9
UNII:E319TQ0B6R
Nikkaji Number:J2.511.084F
Wikidata:Q27276801
ChEMBL ID:CHEMBL139028
Mol file:171596-27-3.mol

Synonyms:171596-27-3;Tadalafil, (6R ,12aS)-;Tadalafil EP Impurity A;Tadalafil 6R ,12as diastereomer;(-)-Tadalafil 6R ,12as diastereomer;UNII-E319TQ0B6R;cis-Tadalafil;CHEMBL139028;E319TQ0B6R;Tadalafil specified impurity A [EP];(2R,8S)-2-(1,3-benzodioxol-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),11,13,15-tetraene-4,7-dione;(6R ,12As )-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino(1',2':1,6)pyrido(3,4-b )indole-1,4-dione;(6R,12aS)-6-(1,3-Benzodioxol-5-yl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione;Pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione, 6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-, (6R,12aS)-;Tadalafil impurity, 6R ,12as diastereomer- [USP];(6R,12aS)-6-(Benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,12,12a-tetrahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4(6H,7H)-dione;(6R,12aS)-6-(benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione;NCGC00168781-01;(6R,12aS)-6-(1,3-Benzodioxol-5-yl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione;(6R ,12as)-tadalafil;12-EPI-TADALAFIL;SCHEMBL662933;EX-A2848;BDBM50134149;HY-90009B;Tadalafil Impurity A (6R,12S-Tadalafil);TADALAFIL IMPURITY A [EP IMPURITY];CS-0092069;EN300-20237864;A1-01756;Q27276801;TADALAFIL IMPURITY, 6R ,12AS DIASTEREOMER- [USP IMPURITY];(1R)-N-Methyl-N,2-(2-oxoethane-1,2-diyl)-1beta-(1,3-benzodioxole-5-yl)-1,2,3,4-tetrahydro-beta-carboline-3alpha-carboxamide;(2R,8S)-2-(1,3-dioxaindan-5-yl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.0^{3,8}.0^{11,16}]heptadeca-1(10),11(16),12,14-tetraene-4,7-dione;(5S,6R)-6-Benzo[1,3]dioxol-5-yl-2-methyl-2,3,6,7,12,12a-hexahydro-pyrazino[1'',2'':1,6]pyrido[3,4-b]indole-1,4-dione;(6R,12aS)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methylpyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione;Pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione, 6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methyl-, (6R-cis)-;12-epi-Tadalafil;Tadalafil Imp. A (EP);6R,12S-Tadalafil;Tadalafil Impurity A;Tadalafil (6R,12aS) Diastereomer;(6R-cis)-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-2-methylpyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione

Suppliers and Price of Tadalafil, (6R,12aS)-

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
cis-Tadalafil
1mg
$ 105.00

Crysdot
(6R,12aS)-6-(Benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,12,12a-tetrahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4(6H,7H)-dione 97%
1g
$ 260.00

Crysdot
(6R,12aS)-6-(Benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,12,12a-tetrahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4(6H,7H)-dione 97%
5g
$ 780.00

American Custom Chemicals Corporation
TADALAFIL IMPURITY-(6R,12AS) 95.00%
5MG
$ 497.04

Alichem
(6R,12aS)-6-(Benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,12,12a-tetrahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4(6H,7H)-dione
5g
$ 2722.00

Alichem
(6R,12aS)-6-(Benzo[d][1,3]dioxol-5-yl)-2-methyl-2,3,12,12a-tetrahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4(6H,7H)-dione
1g
$ 1999.00

Total 18 raw suppliers

Chemical Property of Tadalafil, (6R,12aS)- Edit

Chemical Property:

Melting Point:285-287 °C(Solv: toluene (108-88-3))
Boiling Point:679.1±55.0 °C(Predicted)
PKA:16.68±0.40(Predicted)
PSA：74.87000
Density:1.51±0.1 g/cm3(Predicted)
LogP:2.08710
Storage Temp.:Refrigerator
Solubility.:Chloroform (Slightly), DMSO (Slightly, Methanol (Slightly)
XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:389.13755610
Heavy Atom Count:29
Complexity:702

Purity/Quality:

98%, ^*data from raw suppliers

cis-Tadalafil ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN1CC(=O)N2C(C1=O)CC3=C(C2C4=CC5=C(C=C4)OCO5)NC6=CC=CC=C36
Isomeric SMILES:CN1CC(=O)N2[C@H](C1=O)CC3=C([C@H]2C4=CC5=C(C=C4)OCO5)NC6=CC=CC=C36
Uses The (6R)-cis-enantiomer of Tadalafil (T004500). Tadalafil Impurity (6R,12aS) The (6R)-cis-enantiomer of Tadalafil (T004500).

Technology Process of Tadalafil, (6R,12aS)-

There total 13 articles about Tadalafil, (6R,12aS)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

: 171596-29-5
(6R,12aR)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione

: 171596-27-3
(6R,12aS)-2,3,6,7,12,12a-hexahydro-2-methyl-6-(3,4-methylenedioxyphenyl)-pyrazino[2',1':6,1]pyrido[3,4-b]indole-1,4-dione

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; isopropyl alcohol; at 83 ℃; for 5h;
DOI:10.1016/j.tetasy.2007.12.017