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Sigma-Aldrich

8-Aminoquinoline

98%

Synonym(s):

8-Quinolinamine

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5 G
€64.50
25 G
€211.00

About This Item

Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
Molecular Weight:
144.17
Beilstein:
114474
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

€64.50


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Assay

98%

form

solid

reaction suitability

reaction type: C-H Activation
reagent type: catalyst

bp

174 °C/26 mmHg (lit.)

mp

60-65 °C (lit.)

SMILES string

Nc1cccc2cccnc12

InChI

1S/C9H8N2/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H,10H2

InChI key

WREVVZMUNPAPOV-UHFFFAOYSA-N

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General description

8-Aminoquinoline fluoresce moderately to weakly in low dielectric media but not in strongly hydrogen-bonding or acidic aqueous media[1]. The reaction of 8-aminoquinoline with chromium (III), manganese (II), iron (II) and (III), cobalt (II), nickel (II), copper (II), zinc (II), cadmium (II) and platinum (II) salts has been studied[2].

Application

8-Aminoquinoline has been used in:
  • preparation of base-stabilized terminal borylene complex of osmium[3]
  • spectrophotometric determination of bivalent palladium[4]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Lorenz von Seidlein et al.
Malaria journal, 12, 112-112 (2013-03-30)
The diagnosis and management of glucose-6-phosphate dehydrogenase (G6PD) deficiency is a crucial aspect in the current phases of malaria control and elimination, which will require the wider use of 8-aminoquinolines for both reducing Plasmodium falciparum transmission and achieving the radical
Shyamaprosad Goswami et al.
Chemical communications (Cambridge, England), 47(32), 9101-9103 (2011-07-07)
A new fluorescence rhodamine derivative bearing an 8-aminoquinoline moiety has been designed and synthesized for selective sensing of Pd(2+) in the presence of other competing metal ions in aqueous media. Pd(2+) induced spirolactam ring opening of rhodamine is confirmed for
A Base-Stabilized Terminal Borylene Complex of Osmium Derived from Reaction between a Dichloroboryl Complex and 8-Aminoquinoline This work was supported by the Marsden Fund administered by The Royal Society of New Zealand.
Irvine et al.
Angewandte Chemie (International ed. in English), 39(5), 948-950 (2000-04-13)
Paul Abu-Rabie et al.
Bioanalysis, 3(24), 2769-2781 (2011-12-22)
The surge in interest in switching from traditionally used wet plasma to dried matrix spot (DMS) sampling and analysis to support pharmaceutical drug development is due to the significant ethical, financial and data quality advantages on offer. Unfortunately these advantages
Liangliang Yan et al.
Journal of inorganic biochemistry, 106(1), 46-51 (2011-11-25)
Palladium(II) complexes are potential antitumor metallodrugs for their chemical resemblance to platinum(II) complexes. Two palladium(II) complexes (1 and 2) in the formula of [PdL(n)Cl] [L(1) = N-(tert-butoxycarbonyl)-l-methionine-N'-8-quinolylamide, L(2) = L-alanine-N'-8-quinolylamide] have been synthesized accordingly. The structures of the complexes were

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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