Synonym
Nortadalafil; Demethyltadalafil
IUPAC/Chemical Name
(6R,12aR)-6-(1,3-Benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydropyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione
InChi Key
XHDLVMPUSXRZOS-FOIQADDNSA-N
InChi Code
InChI=1S/C21H17N3O4/c25-18-9-22-21(26)15-8-13-12-3-1-2-4-14(12)23-19(13)20(24(15)18)11-5-6-16-17(7-11)28-10-27-16/h1-7,15,20,23H,8-10H2,(H,22,26)/t15-,20-/m1/s1
SMILES Code
O=C([C@@]1([H])CC2=C([C@@H](C3=CC=C(OCO4)C4=C3)N15)NC6=C2C=CC=C6)NCC5=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
375.38
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Xu Y, Kee CL, Ge X, Low MY, Koh HL. Isolation and characterization of a tadalafil analogue, N-cyclopentyl nortadalafil in health supplement. J Pharm Biomed Anal. 2016 Jan 25;118:235-241. doi: 10.1016/j.jpba.2015.08.005. Epub 2015 Aug 6. PMID: 26580820.
2: Ding B, Wang Z, Xie J, Zeng G, Chen W. Phosphodiesterase-5 inhibitors in Chinese tonic liquors by liquid chromatography coupled with quadrupole time of flight mass spectrometry. Food Addit Contam Part B Surveill. 2018 Sep;11(3):214-222. doi: 10.1080/19393210.2018.1488769. Epub 2018 Jul 3. PMID: 29909756.
3: Lee JH, Park HN, Ganganna B, Jeong JH, Park SK, Lee J, Baek SY. Isolation and structural elucidation of a new tadalafil analogue in health supplements: bisprenortadalafil. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2016 Jun;33(6):945-52. doi: 10.1080/19440049.2016.1179134. Epub 2016 May 17. PMID: 27167568.
4: Fukiwake T, Yamazaki M, Takahashi K, Doi T, Kawaguchi M, Enomoto K, Yoshino H, Uchimoto K, Nishimura M. [The Configuration of Tadalafil and Tadalafil Analogues Found in Dietary Supplements]. Shokuhin Eiseigaku Zasshi. 2021;62(2):65-72. Japanese. doi: 10.3358/shokueishi.62.65. PMID: 33883338.