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275875

4-Aminopyridine

≥99%

Synonym(s):

4-Pyridinamine, 4-Pyridylamine, 4AP, Fampridine

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1 g

Available to ship TODAYfromMILWAUKEE

$41.70
5 g

Available to ship TODAYfromMILWAUKEE

$93.50
$79.47

About This Item

Empirical Formula (Hill Notation):
C5H6N2
CAS Number:
Molecular Weight:
94.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-987-9
Beilstein/REAXYS Number:
105782
MDL number:
Assay:
≥99%
Form:
solid

$41.70


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Quality Segment

assay

≥99%

form

solid

bp

273 °C (lit.)

mp

155-158 °C (lit.)

solubility

DMF: soluble(lit.), DMSO: soluble(lit.), THF: soluble(lit.), acetone: soluble(lit.), acetonitrile: soluble(lit.), ethanol: soluble(lit.), isopropanol: soluble(lit.), methanol: soluble(lit.), water: soluble(lit.)

SMILES string

Nc1ccncc1

InChI

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

InChI key

NUKYPUAOHBNCPY-UHFFFAOYSA-N

General description

4-Aminopyridine (4-AP) blocks the voltage-dependent potassium channels in other nerve membranes[1]. 4-AP is a K+ channel blocker and causes epileptiform activity in in vitro preparations and is a potent convulsant in animals and man[2].

Application

4-Aminopyridine can be used as:
  • A reactant to prepare pharmacologically important 4-amino-N-pyridin-4-yl-butyramide hydrochloride.
  • A reactant to prepare cinnamic acid derivatives as potent cholinesterase inhibitors.
  • A starting material to prepare aza analogs of batracylin, a topoisomerase II inhibitor.


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This Item
A784038.011111162454
assay

≥99%

assay

98%

assay

≥98.0% (GC)

assay

-

solubility

DMF: soluble(lit.), THF: soluble(lit.), acetonitrile: soluble(lit.), isopropanol: soluble(lit.), water: soluble(lit.), DMSO: soluble(lit.), ethanol: soluble(lit.), acetone: soluble(lit.), methanol: soluble(lit.)

solubility

H2O: 50 mg/mL, clear, colorless

solubility

soluble 83 g/L

solubility

-

bp

273 °C (lit.)

bp

273 °C (lit.)

bp

274 °C/1013 hPa

bp

273 °C (lit.)

mp

155-158 °C (lit.)

mp

155-158 °C (lit.)

mp

157-160 °C

mp

155-158 °C (lit.)

form

solid

form

crystals

form

crystals

form

-

Gene Information

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)

Gene Information

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)

Gene Information

-

Gene Information

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)


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signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 3

flash_point_f

312.8 °F

flash_point_c

156 °C

ppe

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



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Questions

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  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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