Chloropretadalafil
- CAS NO.：171489-59-1
- Empirical Formula: C22H19ClN2O5
- Molecular Weight: 426.85
- MDL number: MFCD04973633
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-09-25 09:23:02
What is Chloropretadalafil?
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
The Uses of Chloropretadalafil
(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.
What are the applications of Application
Chloropretadalafil is an intermediate in the production of Tadalafil
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.
Properties of Chloropretadalafil
| 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) |
| form | Solid |
| pka | 16.25±0.60(Predicted) |
| 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 |
Safety information for Chloropretadalafil
Computed Descriptors for Chloropretadalafil
| 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 |
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