Synonym
Papaveroline; Papaverolina; Papaverolinum
IUPAC/Chemical Name
1-(3,4-Dihydroxybenzyl)-6,7-isoquinolinediol
InChi Key
MXQKCNCLQIHHJA-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H13NO4/c18-13-2-1-9(6-14(13)19)5-12-11-8-16(21)15(20)7-10(11)3-4-17-12/h1-4,6-8,18-21H,5H2
SMILES Code
OC1=CC2=C(C(CC3=CC=C(O)C(O)=C3)=NC=C2)C=C1O
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
283.28
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: Brochmann-Hanssen E, Hirai K. Opium alkaloids. VII. Isolation of a new benzylisoquinoline alkaloid. Synthesis and NMR studies of papaveroline trimethyl ethers. J Pharm Sci. 1968 Jun;57(6):940-3. doi: 10.1002/jps.2600570605. PMID: 5677685.
2: Ríos-Santamarina I, García-Domenech R, Gálvez J, Morcillo Esteban J, Santamaría P, Cortijo J. Getting new bronchodilator compounds from molecular topology. Eur J Pharm Sci. 2004 Jul;22(4):271-7. doi: 10.1016/j.ejps.2004.03.013. PMID: 15196583.
3: Meyerson LR, McMurtrey KD, Davis VE. Isoquinoline alkaloids. Inhibitory actions on cation-dependent ATP-phosphohydrolases. Neurochem Res. 1978 Apr;3(2):239-57. doi: 10.1007/BF00964063. PMID: 149928.
4: Pala A, Alleva PM. La papaverolina nei disturbi psichici da deficit dell'irrorazione cerebrale non focalizzata [Papaveroline in mental disorders caused by a deficit of non-focalized cerebral circulation]. Clin Ter. 1981 Jan 15;96(1):39-44. Italian. PMID: 7237948.
5: Yan J, Mi JQ, He JT, Guo ZQ, Zhao MP, Chang WB. Development of an indirect competitive ELISA for the determination of papaverine. Talanta. 2005 May 15;66(4):1005-11. doi: 10.1016/j.talanta.2005.01.001. PMID: 18970084.
6: Data PG, Rolfo A, Cacchio M, Di Tano G. Effects of papaveroline-monosulphate on the systemic and regional circulation in the dog. Farmaco Sci. 1981 Apr;36(4):302-14. PMID: 7250364.
7: Maruyama W, Sango K, Iwasa K, Minami C, Dostert P, Kawai M, Moriyasu M, Naoi M. Dopaminergic neurotoxins, 6,7-dihydroxy-1-(3', 4'-dihydroxybenzyl)-isoquinolines, cause different types of cell death in SH- SY5Y cells: apoptosis was induced by oxidized papaverolines and necrosis by reduced tetrahydropapaverolines. Neurosci Lett. 2000 Sep 15;291(2):89-92. doi: 10.1016/s0304-3940(00)01381-1. PMID: 10978581.
8: Cassiano O, Data PG. Azione della N-metilglucamina, della papaverolina e della loro associazione sulla motilità spontanea di arterie isolate [Action of N-methylglucamine, papaveroline and their association on spontaneous motility of isolated arteries]. Minerva Anestesiol. 1969 Dec;35(12):1265-7. Italian. PMID: 5397155.
9: Allaria B, Falcone F, Barbieri G. Studio delle modificazioni emodinamiche indotte da un nuovo farmaco: la papaverolina [Study of the hemodynamic changes induced with a new drug: papaveroline]. Chir Ital. 1967;19:Suppl 2:326+. Italian. PMID: 5190605.
10: Cacchio M, Data PG, Rolfo A. Effetti del papaverolin monosolfato sulla circolazione sistemica e distrettuale nel cane [Effects of papaveroline monosulfate on systemic and regional circulation in the dog]. Boll Soc Ital Biol Sper. 1977 Jun 30;53(12):1010-6. Italian. PMID: 597419.
