Synonym
L-741,626; L 741,626; L741,626.
IUPAC/Chemical Name
4-(4-chlorophenyl)-1-(1H-indol-3-ylmethyl)piperidin-4-ol
InChi Key
LLBLNMUONVVVPG-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H21ClN2O/c21-17-7-5-16(6-8-17)20(24)9-11-23(12-10-20)14-15-13-22-19-4-2-1-3-18(15)19/h1-8,13,22,24H,9-12,14H2
SMILES Code
OC1(C2=CC=C(Cl)C=C2)CCN(CC3=CNC4=C3C=CC=C4)CC1
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
Biological target:
L-741626 is a selective D2 dopamine receptor antagonist, with the Ki values of 2.4, 100 and 220 nM for human D2, D3 and D4 receptors respectively.
In vitro activity:
The affinity of a novel D2 selective antagonist L-741,626 for receptors activated by this agonist was measured to determine if its effects were mediated by D2 or D3 receptors. L-741,626 antagonized these effects of (+)-PD 128907 in a concentration-dependent and surmountable manner with an affinity, determined from Schild analysis, of 20 nM (pKB = 7.71 +/- 0.14) in the ventral tegmental area and 11 nM (pKB = 7.95 +/- 0.18) in the substantia nigra pars compacta.
Reference: Br J Pharmacol. 1996 Dec;119(7):1491-7. https://pubmed.ncbi.nlm.nih.gov/8968560/
In vivo activity:
The D2-preferring antagonist L-741,626 at 1.0 mg/kg was more effective at shifting to the right the pramipexole dose-response curve in pramipexole-trained rats, while 32 mg/kg of the selective D3 antagonist PG01037 had little effect.
Reference: Psychopharmacology (Berl). 2009 Apr;203(2):317-27. https://pubmed.ncbi.nlm.nih.gov/18807248/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMF |
33.0 |
96.82 |
| DMSO |
39.0 |
114.51 |
| Ethanol |
33.6 |
98.42 |
| Ethanol:PBS (pH 7.2) (1:1) |
0.5 |
1.47 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
340.85
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 |
Formulation protocol:
1. Bowery BJ, Razzaque Z, Emms F, Patel S, Freedman S, Bristow L, Kulagowski J, Seabrook GR. Antagonism of the effects of (+)-PD 128907 on midbrain dopamine neurones in rat brain slices by a selective D2 receptor antagonist L-741,626. Br J Pharmacol. 1996 Dec;119(7):1491-7. doi: 10.1111/j.1476-5381.1996.tb16063.x. PMID: 8968560; PMCID: PMC1915834.
2. Koffarnus MN, Greedy B, Husbands SM, Grundt P, Newman AH, Woods JH. The discriminative stimulus effects of dopamine D2- and D3-preferring agonists in rats. Psychopharmacology (Berl). 2009 Apr;203(2):317-27. doi: 10.1007/s00213-008-1323-4. Epub 2008 Sep 21. PMID: 18807248; PMCID: PMC3065021.
3. Millan MJ, Dekeyne A, Rivet JM, Dubuffet T, Lavielle G, Brocco M. S33084, a novel, potent, selective, and competitive antagonist at dopamine D(3)-receptors: II. Functional and behavioral profile compared with GR218,231 and L741,626. J Pharmacol Exp Ther. 2000 Jun;293(3):1063-73. PMID: 10869411.
In vitro protocol:
1. Bowery BJ, Razzaque Z, Emms F, Patel S, Freedman S, Bristow L, Kulagowski J, Seabrook GR. Antagonism of the effects of (+)-PD 128907 on midbrain dopamine neurones in rat brain slices by a selective D2 receptor antagonist L-741,626. Br J Pharmacol. 1996 Dec;119(7):1491-7. doi: 10.1111/j.1476-5381.1996.tb16063.x. PMID: 8968560; PMCID: PMC1915834.
In vivo protocol:
1. Koffarnus MN, Greedy B, Husbands SM, Grundt P, Newman AH, Woods JH. The discriminative stimulus effects of dopamine D2- and D3-preferring agonists in rats. Psychopharmacology (Berl). 2009 Apr;203(2):317-27. doi: 10.1007/s00213-008-1323-4. Epub 2008 Sep 21. PMID: 18807248; PMCID: PMC3065021.
2. Millan MJ, Dekeyne A, Rivet JM, Dubuffet T, Lavielle G, Brocco M. S33084, a novel, potent, selective, and competitive antagonist at dopamine D(3)-receptors: II. Functional and behavioral profile compared with GR218,231 and L741,626. J Pharmacol Exp Ther. 2000 Jun;293(3):1063-73. PMID: 10869411.
1: Vangveravong S, Taylor M, Xu J, Cui J, Calvin W, Babic S, Luedtke RR, Mach RH. Synthesis and characterization of selective dopamine D2 receptor antagonists. 2. Azaindole, benzofuran, and benzothiophene analogs of L-741,626. Bioorg Med Chem. 2010 Jul 15;18(14):5291-300. doi: 10.1016/j.bmc.2010.05.052. PubMed PMID: 20542439; PubMed Central PMCID: PMC2946321.
2: Pillai G, Brown NA, McAllister G, Milligan G, Seabrook GR. Human D2 and D4 dopamine receptors couple through betagamma G-protein subunits to inwardly rectifying K+ channels (GIRK1) in a Xenopus oocyte expression system: selective antagonism by L-741,626 and L-745,870 respectively. Neuropharmacology. 1998 Aug;37(8):983-7. PubMed PMID: 9833627.
3: Bowery BJ, Razzaque Z, Emms F, Patel S, Freedman S, Bristow L, Kulagowski J, Seabrook GR. Antagonism of the effects of (+)-PD 128907 on midbrain dopamine neurones in rat brain slices by a selective D2 receptor antagonist L-741,626. Br J Pharmacol. 1996 Dec;119(7):1491-7. PubMed PMID: 8968560; PubMed Central PMCID: PMC1915834.
