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275875

Sigma-Aldrich

4-氨基吡啶

≥99%

同義詞:

4-吡啶胺, 4AP, 对氨基吡啶, 氨吡啶

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About This Item

經驗公式（希爾表示法）:
C5H6N2
CAS號碼:
504-24-5
分子量：:
94.11
Beilstein:
105782
EC號碼:
207-987-9
MDL號碼:
MFCD00006439
分類程式碼代碼:
12352100
PubChem物質ID:
24856677
NACRES:
NA.22
暫時無法取得訂價和供貨情況

化驗

≥99%

形狀

solid

bp

273 °C (lit.)

mp

155-158 °C (lit.)

溶解度

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 字串

Nc1ccncc1

InChI

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

InChI 密鑰

NUKYPUAOHBNCPY-UHFFFAOYSA-N

基因資訊

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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相關類別

一般說明

4-氨基吡啶（4-AP）可阻断其他神经膜中的电压依赖型钾离子通道[1]。4-AP是一种K+通道阻断剂，在体外实验中可引起癫痫样放电，并且是动物和人的强效惊厥剂[2]。

應用

4-氨基吡啶可用作：
  • 制备药理学上极为重要的4-氨基-N吡啶-4-乙基-丁酰胺盐酸盐的反应剂。[3]
  • 制备肉桂酸衍生物作为强效胆碱酶抑制剂的反应剂。[4]
  • 制备batracylin氮杂类似物——拓扑异构酶II抑制剂的起始物料。[5]

訊號詞

Danger

危險分類

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

儲存類別代碼

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

水污染物質分類（WGK）

WGK 3

閃點（°F）

312.8 °F

閃點（°C）

156 °C

個人防護裝備

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

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分析證明 (COA)

Lot/Batch Number
MKCQ3794
MKCJ2184
MKBW8059V
MKBN8495V
MKBF7199

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H Bostock et al.
The Journal of physiology, 313, 301-315 (1981-01-01)
1. 4-Aminopyridine (4AP) and tetraethylammonium ions (TEA), which block voltage-dependent potassium channels in other nerve membranes, have been used to study nerve conduction in fibres of normal rat spinal roots and those demyelinated with diphtheria toxin. The pharmacological actions have
Synthesis of aza analogues of the anticancer agent batracylin
Martinez-Viturro CM and Dominguez D
Tetrahedron Letters, 48(27), 4707-4710 (2007)
Design, synthesis and evaluation of novel cinnamic acid derivatives bearing N-benzyl pyridinium moiety as multifunctional cholinesterase inhibitors for Alzheimer′s disease
Lan J-S, et al.
Journal of Enzyme Inhibition and Medicinal Chemistry, 32(1), 776-788 (2017)
S Yamaguchi et al.
Epilepsy research, 11(1), 9-16 (1992-03-01)
The K+ channel blocker 4-aminopyridine (4-AP) causes epileptiform activity in in vitro preparations and is a potent convulsant in animals and man. In mice, 4-AP produces behavioral activation, clonic limb movements and wild running, followed by tonic hindlimb extension and
Maxime Lévesque et al.
Epilepsia, 54(4), 596-604 (2013-03-26)
The K(+) channel blocker 4-aminopyridine (4AP) induces epileptiform synchronization in brain slices maintained in vitro without interfering with γ-aminobutyric acid (GABA)A receptor-mediated inhibition and, actually, even enhancing it. The hypothesis that similar electrographic epileptiform patterns occur in vivo following systemic
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    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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

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    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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