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H108

Sigma-Aldrich

Hemicholinium-3

solid, ≥95% (HPLC)

Sinonimo/i:

2,2′-(4,4′-Biphenylene)bis(2-hydroxy-4,4-dimethylmorpholinium bromide)

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About This Item

Formula empirica (notazione di Hill):
C24H34Br2N2O4
Numero CAS:
312-45-8
Peso molecolare:
574.35
Beilstein:
5704458
Numero CE:
206-227-3
Numero MDL:
MFCD00011978
Codice UNSPSC:
12352200
ID PubChem:
24278169
NACRES:
NA.77

Saggio

≥95% (HPLC)

Forma fisica

solid

Colore

white

Solubilità

ethanol: 1.3 mg/mL
H2O: 10 mg/mL

Stringa SMILE

[Br-].[Br-].C[N+]1(C)CCOC(O)(C1)c2ccc(cc2)-c3ccc(cc3)C4(O)C[N+](C)(C)CCO4

InChI

1S/C24H34N2O4.2BrH/c1-25(2)13-15-29-23(27,17-25)21-9-5-19(6-10-21)20-7-11-22(12-8-20)24(28)18-26(3,4)14-16-30-24;;/h5-12,27-28H,13-18H2,1-4H3;2*1H/q+2;;/p-2
OPYKHUMNFAMIBL-UHFFFAOYSA-L

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Applicazioni

Hemicholinium-3 has been used in the preparation of Krebs-HC-3 buffer to study its effects on choline uptake and choline acetyltransferase activity in differentiated human neuroblastoma (SK-N-SH) cells.

Azioni biochim/fisiol

Hemicholinium-3 plays a role in blocking the neuronal choline uptake thereby inhibiting acetylcholine synthesis in the brain.

Caratteristiche e vantaggi

This compound is featured on the Acetylcholine Synthesis and Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301 + H311 + H331,H315,H319,H335

Classi di pericolo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Choline chloride ≥99%

Sigma-Aldrich

C7017

Choline chloride

HEPES ≥99.5% (titration)

Sigma-Aldrich

H3375

HEPES

Zhuo Li et al.
Biochimica et biophysica acta, 1841(6), 859-867 (2014-03-04)
There is a paucity of information about phosphatidylcholine (PC) biosynthesis in bone formation. Thus, we characterized PC metabolism in both primary human osteoblasts (HOB) and human osteosarcoma MG-63 cells. Our results show that the CDP-choline pathway is the only de
Edward D Levin et al.
Behavioural brain research, 208(2), 319-327 (2009-12-18)
Developmental exposure of rats to the organophosphate (OP) pesticides leads to altered neurobehavioral function in juvenile and young adult stages. The current study was conducted to determine whether effects of neonatal parathion exposure on cognitive performance persist in older adult
Structure-activity aspects of hemicholinium-3 (HC-3) and its analogs and congeners.
J G Cannon
Medicinal research reviews, 14(5), 505-531 (1994-09-01)
Yu Kuang et al.
Molecular pharmaceutics, 7(6), 2077-2092 (2010-08-12)
Altered choline (Cho) metabolism in cancerous cells can be used as a basis for molecular imaging with PET using radiolabeled Cho. In this study, the metabolism of tracer Cho was investigated in a woodchuck hepatocellular carcinoma (HCC) cell line (WCH17)
H K Happe et al.
Journal of neurochemistry, 60(4), 1191-1201 (1993-04-01)
High-affinity choline transport (HAChT), the rate-limiting and regulatory step in acetylcholine (ACh) synthesis, is selectively localized to cholinergic neurons. Hemicholinium-3 (HC3), a potent and selective inhibitor of HAChT, has been used as a specific radioligand to quantify HAChT sites in
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