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E8375

Eserine

Name: Eserine
Brand: SIGMA

Sinónimos:

Physostigmine

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Fórmula empírica (notación de Hill):

C₁₅H₂₁N₃O₂

Número CAS:

57-47-6

Peso molecular:

275.35

EC Number:

200-332-8

UNSPSC Code:

12352200

PubChem Substance ID:

24277867

Beilstein/REAXYS Number:

91230

MDL number:

MFCD00151090

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Propiedades

assay

≥99% (HPLC)

mp

102-104 °C (lit.)

SMILES string

[H][C@]12N(C)CC[C@@]1(C)c3cc(OC(=O)NC)ccc3N2C

InChI

1S/C15H21N3O2/c1-15-7-8-17(3)13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2/h5-6,9,13H,7-8H2,1-4H3,(H,16,19)/t13-,15+/m1/s1

InChI key

PIJVFDBKTWXHHD-HIFRSBDPSA-N

Gene Information

human ... ACHE(43), APP(351), BCHE(590)
mouse ... Ache(11423), Bche(12038), Chrm1(12669)
rat ... Ache(83817), Bche(65036), Chrm2(81645)

Descripción

Biochem/physiol Actions

Acetylcholinesterase inhibitor that crosses the blood-brain barrier and forms a carbamylated enzyme complex with acetyl cholinesterase that degrades slowly.

Acetylcholinesterase inhibitor that crosses the blood-brain barrier.

Features and Benefits

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

GHS06

signalword

Danger

hcodes

H300 + H330

pcodes

P301 + P310 + P330 - P304 + P340 + P310

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Clase de almacenamiento

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Isosorbide-2-carbamate esters: potent and selective butyrylcholinesterase inhibitors.

Ciaran G Carolan et al.

Journal of medicinal chemistry, 51(20), 6400-6409 (2008-09-27)

In this study, we report the SAR and characterization of two groups of isosorbide-based cholinesterase inhibitors. The first was based directly on the clinically used nitrate isosorbide mononitrate (ISMN) retention of the 5-nitrate group and introduction of a series of

Imaging changes in synaptic acetylcholine availability in living human subjects.

Irina Esterlis et al.

Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 54(1), 78-82 (2012-11-20)

In vivo estimation of β(2)-nicotinic acetylcholine receptor availability with molecular neuroimaging is complicated by competition between the endogenous neurotransmitter acetylcholine and the radioligand (123)I-3-[2(S)-2-azetidinylmethoxy]pyridine ((123)I-5-IA). We examined whether binding of (123)I-5-IA is sensitive to increases in extracellular levels of acetylcholine

Cholinesterase inhibitors: xanthostigmine derivatives blocking the acetylcholinesterase-induced beta-amyloid aggregation.

Federica Belluti et al.

Journal of medicinal chemistry, 48(13), 4444-4456 (2005-06-25)

In continuing research that led us to identify a new class of carbamate derivatives acting as potent (Rampa et al. J. Med. Chem. 1998, 41, 3976) and long-lasting (Rampa et al. J. Med. Chem. 2001, 44, 3810) acetylcholinesterase (AChE) inhibitors