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A78403

Sigma-Aldrich

4-Aminopyridine

98%

Synonyme(s) :

Fampridine

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About This Item

Formule empirique (notation de Hill):
C5H6N2
Numéro CAS:
504-24-5
Poids moléculaire :
94.11
Beilstein:
105782
Numéro CE :
207-987-9
Numéro MDL:
MFCD00006439
Code UNSPSC :
12352100
ID de substance PubChem :
24891285
Nomenclature NACRES :
NA.22
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Niveau de qualité

200

Essai

98%

Forme

crystals

pb

273 °C (lit.)

Pf

155-158 °C (lit.)

Solubilité

H2O: 50 mg/mL, clear, colorless

Chaîne SMILES 

Nc1ccncc1

InChI

1S/C5H6N2/c6-5-1-3-7-4-2-5/h1-4H,(H2,6,7)

Clé InChI

NUKYPUAOHBNCPY-UHFFFAOYSA-N

Informations sur le gène

human ... KCNA1(3736) , KCNA10(3744) , KCNA2(3737) , KCNA3(3738) , KCNA4(3739) , KCNA5(3741) , KCNA6(3742) , KCNA7(3743) , KCNB1(3745) , KCNB2(9312) , KCNC1(3746) , KCNC2(3747) , KCNC3(3748) , KCNC4(3749) , KCND1(3750) , KCND2(3751) , KCND3(3752) , KCNF1(3754) , KCNG1(3755) , KCNG2(26251) , KCNG3(170850) , KCNG4(93107) , KCNH1(3756) , KCNH2(3757) , KCNH3(23416) , KCNH4(23415) , KCNH5(27133) , KCNH6(81033) , KCNH7(90134) , KCNH8(131096) , KCNQ1(3784) , KCNQ2(3785) , KCNQ3(3786) , KCNQ4(9132) , KCNQ5(56479) , KCNS1(3787) , KCNS2(3788) , KCNS3(3790) , KCNV1(27012) , KCNV2(169522)
mouse ... Kcna3(16491)
rat ... Grin2a(24409)

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Description générale

4-aminopyridine is a ligand and an ion channel modulator used as an acetylcholine release enhancing agent. [1] [2]

Application

4-Aminopyridine (4-AP) can be used as a:
  • Catalyst in the regioselective acylation of N-tosylhydrazide.[3]
  • Starting material in the synthesis of 4-aminopyridine derivatives for neurological disorder studies.[4]
  • Precursor for the synthesis of enantiomerically pure 4-(pyrrolidino)pyridine (PPY) derivatives by cyclocondensation reaction.[5]

Pictogrammes

Skull and crossbonesCorrosionEnvironment
GHS06,GHS05,GHS09

Mention d'avertissement

Danger

Mentions de danger

H300,H311 + H331,H314,H411

Classification des risques

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

312.8 °F

Point d'éclair (°C)

156 °C

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
MKCV6115
MKCV0742
MKCR0614
MKCQ6276
MKCP5887

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

4-Aminopyridine derivatives with antiamnesic activity
Aldo A et al.
European Journal of Medicinal Chemistry, 35, 77-82 (2000)
Development of novel 4-aminopyridine derivatives as potential treatments for neurological injury and disease
Smith DT, et al.
European Journal of Medicinal Chemistry, 40(9), 908-917 (2005)
Effect of protonated aminopyridines on the structural divergences of M (II)--malonate complexes (M= Cu, Ni, Co)
Amrita D et al.
Polyhedron, 29, 1317-1325 (2010)
Synthesis of C 2-symmetric analogues of 4-(pyrrolidino) pyridine: new chiral nucleophilic catalysts
Spivey AC, et al.
Journal of the Chemical Society, Part 1, 1(20), 3460-3468 (2000)
4-Aminopyridine catalyzed direct and regioselective acylation of N-tosylhydrazide
Namba K, et al.
Organic Letters, 11(21), 4970-4973 (2009)
Afficher tous les articles scientifiques apparentés

Questions

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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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