Hemicholinium-3 free base · Synonyms: HEMICHOLINIUM 3 · HEMICHOLINIUM3

Hemicholinium 3 is a competitive inhibitor of the high affinity choline transporter.

For research use only. Not for human or veterinary use.

Target Cholinesterase (ChE)

Research area Neurological Disease

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Data Sheet SDS COA

Hemicholinium-3 structure

CAS No.: 312-45-8

Download structure (.mol)

Pack sizes & pricing

Size	Price	SKU	Stock
100 mg	USD 480.00	BP-02413-100mg	In stock	Get quote
250 mg	USD 960.00	BP-02413-250mg	In stock	Get quote
500 mg	USD 1,535.00	BP-02413-500mg	In stock	Get quote
1 g	USD 2,460.00	BP-02413-1g	In stock	Get quote
2 g	USD 3,930.00	BP-02413-2g	In stock	Get quote
3 g	Inquire	BP-02413-3g	In stock	Inquire
5 g	Inquire	BP-02413-5g	In stock	Inquire

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Description

Hemicholinium 3 is a competitive inhibitor of the high affinity choline transporter (HACU) with a Ki value of 25 nM. Hemicholinium 3, a neuromuscular blocking agent which inhibits the synthesis and the release of acetylcholine (ACh) . Hemicholinium 3 inhibits the Epibatidine-evoked contraction and [ 3H]acetylcholine release with IC50s of 897 nM and 693 nM, respectively .

Biological activity

In Vitro Hemicholinium 3 (HC-3) inhibits the presynaptic nicotinic acetylcholine receptors of myenteric neurons. HC-3 inhibits nAChRs located on the terminal region of myenteric neurons of guinea-pig longitudinal muscle strip preparation. Hemicholinium 3 (HC-3) inhibits[3H]choline uptake with the Ki value of 13.3 μM in NCI-H69 cells. HC-3 (1 mM) significantly inhibits cell viability and increases caspase-3/7 activity in NCI-H69 cells. Hemicholinium 3 (Hemicholinium-3) inhibits sodium dependent high affinity choline uptake (IC50=18 nM). In Vivo Hemicholinium-3 impairs spatial learning. Hemicholinium-3 (2.5, 5.0 μg/rat/ICV; 1 h before training) dose dependently impairs spatial learning.

Identifiers

SMILES: C[N+]1(C)CC(C2=CC=C(C3=CC=C(C4(O)C[N+](C)(C)CCO4)C=C3)C=C2)(O)OCC1.[Br-].[Br-]
InChIKey: OPYKHUMNFAMIBL-UHFFFAOYSA-L

Specifications

MW (average): 574.3460
Formula: C₂₄H₃₄Br₂N₂O₄
CAS No.: 312-45-8
Physical state: Solid
Color: White to off-white
Shipping: 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: 4°C, sealed storage, away from moisture and light

Solubility

Soluble in DMSO : 50 mg/mL

Documents

References

[1].PATRICE GUYENET, et al. Inhibition by Hemicholinium-3 of [14C] Acetylcholine Synthesis and [3H] Choline High-Affinity Uptake in Rat Striatal Synaptosomes.Molecular Pharmacology September 1973, 9 (5) 630-639.

[2].Péter Mandl, et al. Inhibitory effect of hemicholinium-3 on presynaptic nicotinic acetylcholine receptors located on the terminal region of myenteric motoneurons. Neurochem Int. 2006 Sep;49(4):327-33.

[3].Masato Inazu, et al. Functional expression of choline transporter-like protein 1 (CTL1) in small cell lung carcinoma cells: a target molecule for lung cancer therapy. Pharmacol Res. 2013 Oct;76:119-31.

[4].T K Chatterjee, et al. Methylpiperidine analog of hemicholinium-3: a selective, high affinity non-competitive inhibitor of sodium dependent choline uptake system. Eur J Pharmacol. 1988 May 10;149(3):241-8.

[5].J J Hagan, et al. Hemicholinium-3 impairs spatial learning and the deficit is reversed by cholinomimetics. Psychopharmacology (Berl). 1989;98(3):347-56.

Same target

Search Cholinesterase (ChE)

Same research area

Search Neurological Disease