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MedKoo Cat#: 462806 | Name: U 101958

Description:

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

U 101958 is a putative antipsychotic agent It is also a highly selective dopamine D4 receptor antagonist.

Chemical Structure

U 101958
U 101958
CAS#170856-57-2

Theoretical Analysis

MedKoo Cat#: 462806

Name: U 101958

CAS#: 170856-57-2

Chemical Formula: C21H29N3O

Exact Mass: 339.2311

Molecular Weight: 339.48

Elemental Analysis: C, 74.30; H, 8.61; N, 12.38; O, 4.71

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
U-101958;
IUPAC/Chemical Name
N-(1-benzylpiperidin-4-yl)-3-isopropoxy-N-methylpyridin-2-amine
InChi Key
WFLHEXUTTRRXFJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H29N3O/c1-17(2)25-20-10-7-13-22-21(20)23(3)19-11-14-24(15-12-19)16-18-8-5-4-6-9-18/h4-10,13,17,19H,11-12,14-16H2,1-3H3
SMILES Code
CC(Oc1c(N(C2CCN(CC2)Cc3ccccc3)C)nccc1)C
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
>3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 339.48 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
1: Gazi L, Bobirnac I, Danzeisen M, Schüpbach E, Bruinvels AT, Geisse S, Sommer B, Hoyer D, Tricklebank M, Schoeffter P. The agonist activities of the putative antipsychotic agents, L-745,870 and U-101958 in HEK293 cells expressing the human dopamine D4.4 receptor. Br J Pharmacol. 1998 Jul;124(5):889-96. doi: 10.1038/sj.bjp.0701921. PMID: 9692773; PMCID: PMC1565470. 2: Gazi L, Bobirnac I, Danzeisen M, Schüpbach E, Langenegger D, Sommer B, Hoyer D, Tricklebank M, Schoeffter P. Receptor density as a factor governing the efficacy of the dopamine D4 receptor ligands, L-745,870 and U-101958 at human recombinant D4.4 receptors expressed in CHO cells. Br J Pharmacol. 1999 Oct;128(3):613-20. doi: 10.1038/sj.bjp.0702849. PMID: 10516640; PMCID: PMC1571689. 3: Helmeste DM, Shioiri T, Mitsuhashi M, Tang SW. Binding of [3H]U-101958 to sigma1 receptor-like sites in human cerebellum and neuroblastoma cells. Eur J Pharmacol. 1999 Apr 9;370(2):205-9. doi: 10.1016/s0014-2999(99)00137-5. PMID: 10323271. 4: Florán B, Florán L, Erlij D, Aceves J. Activation of dopamine D4 receptors modulates [3H]GABA release in slices of the rat thalamic reticular nucleus. Neuropharmacology. 2004 Mar;46(4):497-503. doi: 10.1016/j.neuropharm.2003.10.004. PMID: 14975673. 5: Schlachter SK, Poel TJ, Lawson CF, Dinh DM, Lajiness ME, Romero AG, Rees SA, Duncan JN, Smith MW. Substituted 4-aminopiperidines having high in vitro affinity and selectivity for the cloned human dopamine D4 receptor. Eur J Pharmacol. 1997 Mar 19;322(2-3):283-6. doi: 10.1016/s0014-2999(97)00013-7. PMID: 9098699. 6: De La Garza R 2nd, Madras BK. [(3)H]PNU-101958, a D(4) dopamine receptor probe, accumulates in prefrontal cortex and hippocampus of non-human primate brain. Synapse. 2000 Sep 1;37(3):232-44. doi: 10.1002/1098-2396(20000901)37:3<232::AID-SYN7>3.0.CO;2-7. PMID: 10881045. 7: Gazi L, Schoeffter P, Nunn C, Croskery K, Hoyer D, Feuerbach D. Cloning, expression, functional coupling and pharmacological characterization of the rat dopamine D4 receptor. Naunyn Schmiedebergs Arch Pharmacol. 2000 May;361(5):555-64. doi: 10.1007/s002100000236. PMID: 10832611. 8: Kula NS, Tarazi FI, Baldessarini RJ, Xu L, Bakthavachalam V, Pounds S, True CD. Neuropharmacological assessment of potential dopamine D4 receptor-selective radioligands. Eur J Pharmacol. 1999 Feb 12;367(1):139-42. doi: 10.1016/s0014-2999(98)00980-7. PMID: 10082277. 9: Kula NS, Baldessarini RJ, Kebabian JW, Bakthavachalam V, Xu L. RBI-257: a highly potent dopamine D4 receptor-selective ligand. Eur J Pharmacol. 1997 Jul 23;331(2-3):333-6. doi: 10.1016/s0014-2999(97)01065-0. PMID: 9274997. 10: Wilke RA, Hsu SF, Jackson MB. Dopamine D4 receptor mediated inhibition of potassium current in neurohypophysial nerve terminals. J Pharmacol Exp Ther. 1998 Feb;284(2):542-8. PMID: 9454795. 11: Sharma A, Kramer ML, Wick PF, Liu D, Chari S, Shim S, Tan W, Ouellette D, Nagata M, DuRand CJ, Kotb M, Deth RC. D4 dopamine receptor-mediated phospholipid methylation and its implications for mental illnesses such as schizophrenia. Mol Psychiatry. 1999 May;4(3):235-46. doi: 10.1038/sj.mp.4000522. PMID: 10395213.