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253340

3-Quinuclidinol

Name: 3-Quinuclidinol
Brand: ALDRICH

99%

Synonym(s):

1-Azabicyclo[2.2.2]octan-3-ol, 3-Hydroxyquinuclidine

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About This Item

Empirical Formula (Hill Notation):

C₇H₁₃NO

CAS Number:

1619-34-7

Molecular Weight:

127.18

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24855306

EC Number:

216-578-4

Beilstein/REAXYS Number:

80122

MDL number:

MFCD00151326

Assay:

99%

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Properties

Quality Level

100

assay

99%

mp

220-223 °C (lit.)

functional group

hydroxyl

SMILES string

OC1CN2CC[C@H]1CC2

InChI

1S/C7H13NO/c9-7-5-8-3-1-6(7)2-4-8/h6-7,9H,1-5H2

InChI key

IVLICPVPXWEGCA-UHFFFAOYSA-N

Description

General description

(R)-3-Quinuclidinol is a valuable compound for the production of various pharmaceuticals.

Application

3-Quinuclidinol has been used:

as chiral building block for many antimuscarinic agents
in chemoselective α−iodination of various simple and multi-functionalised acrylic esters via Morita-Baylis-Hillman protocol
as reagent for cleavage of β-keto and vinylogous β-keto esters
as synthon for the preparation of cholinergic receptor ligands and anesthetics
as catalyst for condensation of methyl vinyl ketone with aldehydes

pictograms

GHS05

signalword

Danger

hcodes

H314

pcodes

P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

监管及禁止进口产品

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Khim.-Farm. Zh., 26, 12-12 (1992)

Tetrahedron Letters, 31, 4509-4509 (1990)

Synthesis and muscarinic cholinergic receptor affinities of 3-quinuclidinyl alpha-(alkoxyalkyl)-alpha-aryl-alpha-hydroxyacetates.

V I Cohen et al.

Journal of medicinal chemistry, 34(10), 2989-2993 (1991-10-01)

Seven analogues of 3-quinuclidinyl benzilate (QNB) in which one phenyl ring was replaced by an alkoxyalkyl moiety were synthesized and their affinities for the muscarinic cholinergic receptor determined. An oxygen in the beta-position of the moiety was not well-tolerated. By

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Global Trade Item Number

SKU	GTIN
253340-5G	04061833320853
253340-25G	04061833398142