L-775606

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

Hodoodo CAT#: H532090

CAS#: 188400-51-3

Description: L-775606 is a selective 5-hydroxytryptamine 1D agonist. L-775606 is a useful tool molecule to delineate the role of h5-HT(1D) receptors in migraine. The selective 5-HT1D-receptor agonist L-775,606 has less propensity towards vasoconstriction in human isolated coronary artery (endothelium-denuded) than was mixed 5-HT1B/1D-receptor agonist sumatriptan. The contractions produced were at concentrations where L-775,606 would be expected to occupy 5-HT1B-receptors.

Chemical Structure

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L-775606
CAS# 188400-51-3
Instruction

Theoretical Analysis

Hodoodo Cat#: H532090
Name: L-775606
CAS#: 188400-51-3
Chemical Formula: C25H29FN6
Exact Mass: 432.24
Molecular Weight: 432.550
Elemental Analysis: C, 69.42; H, 6.76; F, 4.39; N, 19.43

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 @hodoodo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: L-775,606; L 775,606; L775,606; L775606; L-775606; L 775606;

IUPAC/Chemical Name: 3-[3-[4-[2-(3-fluorophenyl)ethyl]piperazin-1-yl]propyl]-5-(1,2,4-triazol-4-yl)-1H-indole

InChi Key: ZUTQCPBDRJBADG-UHFFFAOYSA-N

InChi Code: InChI=1S/C25H29FN6/c26-22-5-1-3-20(15-22)8-10-31-13-11-30(12-14-31)9-2-4-21-17-27-25-7-6-23(16-24(21)25)32-18-28-29-19-32/h1,3,5-7,15-19,27H,2,4,8-14H2

SMILES Code: FC1=CC(CCN2CCN(CCCC3=CNC4=C3C=C(N5C=NN=C5)C=C4)CC2)=CC=C1

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: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

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 432.55 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: Taniguchi-Takizawa T, Kato H, Shimizu M, Yamazaki H. Predicted Contributions of Flavin-containing Monooxygenases to the N-oxygenation of Drug Candidates Based on their Estimated Base Dissociation Constants. Curr Drug Metab. 2021;22(3):208-214. doi: 10.2174/1389200221666201207195758. PMID: 33290197.


2: Schmidt AM, Eilbracht P. Synthesis of pharmacologically relevant indoles with amine side chains via tandem hydroformylation/Fischer indole synthesis. J Org Chem. 2005 Jul 8;70(14):5528-35. doi: 10.1021/jo050464l. PMID: 15989334.


3: Watt AP, Pike A, Morrison D. Determination of the collisionally activated dissociation of a substituted indole by orthogonal acceleration quadrupole time- of-flight mass spectrometry. J Am Soc Mass Spectrom. 2001 Nov;12(11):1145-52. doi: 10.1016/S1044-0305(01)00299-9. PMID: 11720388.


4: Locker KL, Morrison D, Watt AP. Quantitative determination of L-775,606, a selective 5-hydroxytryptamine 1D agonist, in rat plasma using automated sample preparation and detection by liquid chromatography-tandem mass spectrometry. J Chromatogr B Biomed Sci Appl. 2001 Jan 5;750(1):13-23. doi: 10.1016/s0378-4347(00)00369-8. PMID: 11204213.


5: Longmore J, Maguire JJ, MacLeod A, Street L, Schofield WN, Hill RG. Comparison of the vasoconstrictor effects of the selective 5-HT1D-receptor agonist L-775,606 with the mixed 5-HT1B/1D-receptor agonist sumatriptan and 5-HT in human isolated coronary artery. Br J Clin Pharmacol. 2000 Feb;49(2):126-31. doi: 10.1046/j.1365-2125.2000.00129.x. PMID: 10671906; PMCID: PMC2014896.


6: Prueksaritanont T, Lu P, Gorham L, Sternfeld F, Vyas KP. Interspecies comparison and role of human cytochrome P450 and flavin-containing monooxygenase in hepatic metabolism of L-775,606, a potent 5-HT(1D) receptor agonist. Xenobiotica. 2000 Jan;30(1):47-59. doi: 10.1080/004982500237811. PMID: 10659950.


7: Chambers MS, Street LJ, Goodacre S, Hobbs SC, Hunt P, Jelley RA, Matassa VG, Reeve AJ, Sternfeld F, Beer MS, Stanton JA, Rathbone D, Watt AP, MacLeod AM. 3-(Piperazinylpropyl)indoles: selective, orally bioavailable h5-HT1D receptor agonists as potential antimigraine agents. J Med Chem. 1999 Feb 25;42(4):691-705. doi: 10.1021/jm980569z. PMID: 10052976.