3-([4-(4-Chlorophenyl)piperazin-1-yl]methyl)-1H-pyrrolo(2,3-b)pyridine hydrochloride

Product Name3-([4-(4-Chlorophenyl)piperazin-1-yl]methyl)-1H-pyrrolo(2,3-b)pyridine hydrochloride
CAS1173023-36-3
MFC18H20Cl2N4
MW363.28
EINECS
MOL FileMol File

Chemical Properties

storage temp.	Store at -20°C
solubility	H₂O: 0.2 mg/mL
form	solid
color	white
Water Solubility	H2O: 0.2mg/mL ethanol: 1.4mg/mL 0.1 M HCl: 5.5mg/mL
InChI	1S/C18H19ClN4.ClH/c19-15-3-5-16(6-4-15)23-10-8-22(9-11-23)13-14-12-21-18-17(14)2-1-7-20-18;/h1-7,12H,8-11,13H2,(H,20,21);1H
InChIKey	GFFJYISJZJIKAF-UHFFFAOYSA-N
SMILES	Cl.Clc1ccc(cc1)N2CCN(CC2)Cc3c[nH]c4ncccc34

Safety Information

WGK Germany	3
Storage Class	11 - Combustible Solids

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Uses

L-745870 hydrochloride is a potent, selective, brain-penetrant and orally active dopamine D4 receptor antagonist with a Ki of 0.43 nM. L-745870 hydrochloride shows weaker affinity for D2 (Ki of 960 nM) and D3 (Ki of 2300 nM) receptors, and exhibits moderate affinity for 5-HT2 receptors, sigma sites and α-adrenoceptors[1][2][3].

Biological Activity

Selective D4 dopamine receptor antagonist.

in vivo

L-745870 has good pharmacokinetic properties (20-60% oral bioavailability and plasma t_1/2 2.1-2.8 hours) in both rat and monkey, and excellent brain penetration with high brain to plasma ratios in rat^[1].
Following oral administration to squirrel monkeys, L745870 (10 mg/kg p.o.) induces mild sedation and extrapyramidal motor symptoms, notably bradykinesia, became apparent at 30 mg/kg. Lower doses of L-745870 has no observable behavioural effects in monkeys^[1].

IC 50

Human D₄ Receptor: 4.3 nM (Ki); D₂ Receptor: 960 nM (Ki); D₃ Receptor: 2300 mM (Ki)

References

[1] Bristow LJ, et al. Schizophrenia and L-745,870, a novel dopamine D4 receptor antagonist. Trends Pharmacol Sci. 1997 Jun;18(6):186-8. DOI:10.1016/s0165-6147(97)01066-3
[2] Patel S, et al. Biological profile of L-745,870, a selective antagonist with high affinity for the dopamine D4 receptor. J Pharmacol Exp Ther. 1997 Nov;283(2):636-47. PMID:9353380
[3] Kulagowski JJ, et al. 3-((4-(4-Chlorophenyl)piperazin-1-yl)-methyl)-1H-pyrrolo-2,3-b-pyridine: an antagonist with high affinity and selectivity for the human dopamine D4 receptor. J Med Chem. 1996 May 10;39(10):1941-2. DOI:10.1021/jm9600712

3-([4-(4-Chlorophenyl)piperazin-1-yl]methyl)-1H-pyrrolo(2,3-b)pyridine hydrochloride Supplier

3-([4-(4-Chlorophenyl)piperazin-1-yl]methyl)-1H-pyrrolo(2,3-b)pyridine hydrochloride manufacturers

Related Product Information

Send Inquriy