Papaveroline

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 414754

CAS#: 574-77-6

Description: Papaveroline is a vasodilator

Chemical Structure

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Papaveroline
CAS# 574-77-6
Instruction

Theoretical Analysis

MedKoo Cat#: 414754
Name: Papaveroline
CAS#: 574-77-6
Chemical Formula: C16H13NO4
Exact Mass: 283.08
Molecular Weight: 283.280
Elemental Analysis: C, 67.84; H, 4.63; N, 4.94; O, 22.59

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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

Appearance: Solid powder

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

More Info:

Biological target:
In vitro activity:
In vivo activity:

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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.