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4-Aminopyridine

CAS No.
504-24-5
Chemical Name:
4-Aminopyridine
Synonyms
4-AP;4APY;mi-w-3;AMpyra;EL 970;vmi10-3;avitrol;Prc 1237;VMI 10-3;Neurelan
CBNumber:
CB9853687
Molecular Formula:
C5H6N2
Formula Weight:
94.11
MOL File:
504-24-5.mol
MSDS File:
SDS

4-Aminopyridine Properties

Melting point
155-158 °C (lit.)
Boiling point
273 °C (lit.)
Density
1.26
refractive index
1.5560 (estimate)
Flash point
156°C
storage temp.
2-8°C
solubility
H2O: soluble50mg/mL, clear, colorless
form
Crystalline Powder, Solid or Crystals
pka
9.114(at 25℃)
color
White to faint grey to light yellow
Water Solubility
Soluble in water(112 g/L at 20 deg C). Soluble in ethyl ether, benzene. Slightly soluble in ligroin. Very soluble in ethanol. Soluble in methanol, acetone, tetrahydrofuran, isopropanol, acetonitrile, N,N-dimethylformamide, dimethylsulfoxide, and ethanol.
Merck
14,3933
BRN
105782
InChIKey
NUKYPUAOHBNCPY-UHFFFAOYSA-N
CAS DataBase Reference
504-24-5(CAS DataBase Reference)
EWG's Food Scores
FDA UNII
ATC code
NIST Chemistry Reference
Pesticides Freedom of Information Act (FOIA)
EPA Substance Registry System

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H335-H401-H311-H315-H319-H370-H372-H411-H300
Precautionary statements  P260-P264-P270-P273-P280-P301+P310+P330-P302+P352+P312+P361+P364-P305+P351+P338+P337+P313-P307+P311-P391-P405-P501-P280h-P301+P310-P302+P352-P305+P351+P338
Hazard Codes  T+,N,T,Xi
Risk Statements  28-36/37/38-51/53-23/24/25
Safety Statements  26-36/37/39-45-60-61-37/39-28A-1
RIDADR  UN 2671 6.1/PG 2
WGK Germany  3
RTECS  US1750000
8-21
Autoignition Temperature 640 °C
Hazard Note  Toxic/Irritant
TSCA  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29333999
Toxicity LD50 orally in Rabbit: 21 mg/kg
NFPA 704
1
3 0

4-Aminopyridine price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 275875 4-Aminopyridine ≥99% 504-24-5 1g $30.7 2021-12-16 Buy
Sigma-Aldrich 8.01111 4-Aminopyridine for synthesis 504-24-5 10 g $53.37 2021-12-16 Buy
Sigma-Aldrich 8.01111 4-Aminopyridine for synthesis 504-24-5 25 g $105.45 2021-12-16 Buy
Sigma-Aldrich 1162454 Dalfampridine United States Pharmacopeia (USP) Reference Standard 504-24-5 200mg $366 2021-12-16 Buy
TCI Chemical A0414 4-Aminopyridine >99.0%(GC)(T) 504-24-5 25g $26 2022-04-27 Buy
Product number Packaging Price Buy
275875 1g $30.7 Buy
8.01111 10 g $53.37 Buy
8.01111 25 g $105.45 Buy
1162454 200mg $366 Buy
A0414 25g $26 Buy

4-Aminopyridine Chemical Properties,Uses,Production

Description

4-Aminopyridine (4-AP, fampridine, dalfampridine) is the first drug approved by the FDA to improve walking in patients with multiple sclerosis (MS). Dalfampridine is a voltage-gated potassium channel blocker that readily penetrates the CNS and increases the conduction and duration of action potential across nerve fibers resulting in enhanced functionality as observed in the walking speed of MS patients.
From a safety perspective, seizure was the most important adverse event from various dalfampridine clinical trials. Therefore, dalfampridine is contraindicated in patients with a history of seizures. Since dalfampridine is primarily excreted by the kidney as unchanged drug, it is also contraindicated in patients with moderate to severe renal impairment. Assessing the overall benefit–risk profile from various clinical trials, the FDA approved dalfampridine (daily oral dose of 10 mg, b.i.d.) to improve walking in MS patients with existing gait impairment.

Chemical Properties

4-aminopyridine is a white crystalline solid that contains about 98% active ingredient. It is soluble in water and slightly soluble in benzene and ether. 4-Aminopyridine formulations are classifi ed by the US Environmental Protection Agency (US EPA) as restricted use pesticides (RUPs) and therefore should be purchased and used only by certifi ed and trained workers and applicators. Avitrol is available as grain baits or as a powder concentrate. It is one of the most prominent avicides. It is registered with the EPA for use against red-winged blackbirds, blackbirds in agricultural fi elds, grackles, pigeons, and sparrows around public buildings, and various birds around livestock feeding pens. Avitrol repels birds by poisoning a few members of a fl ock, causing them to become hyperactive.

Originator

Rush University Medical Center (United States)

Uses

Avitrol (4-aminopyridine), has repellent–toxicant properties for birds and is classed as a severe poison and irritant. This secondary bird repellent can be used as a broadcast bait, causing uncoordinated flight and distress calls and escape responses in nearby birds.

Uses

Dalfampridine is used in characterizing subtypes of potassium channel, and has also been used to manage some of the symptoms of multiple sclerosis, and is indicated for symptomatic improvement of walking in adults with several variations of the disease. Dalfampridine is a precursor to the drug Pinacidil.

Definition

ChEBI: 4-aminopyridine is an aromatic amine that is pyridine bearing a single amino substituent at position 4. An orphan drug in the US, it is used to improve walking in adults with multiple sclerosis. It has a role as an avicide, a potassium channel blocker and an orphan drug. It is an aromatic amine and an aminopyridine.

brand name

Neurelan (E′lan);Ampyra.

Synthesis Reference(s)

Tetrahedron Letters, 39, p. 1313, 1998 DOI:

General Description

White crystalline material with no odor. Used as an avicide, an intermediate and as a fixer for some textile dyes.

Reactivity Profile

4-Aminopyridine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

4-Aminopyridine, a pyridine compound, is an extremely effective bird poison. In agriculture, 4-AP is used as an extremely effective bird poison sold under the brand name Avitrol. It is highly toxic to all mammals including humans if dosages are exceeded, and as an experimental drug, the recommended dose data is unavailable.

Fire Hazard

Material may produce irritating or poisonous gases in fire. Runoff from fire control water may give off irritating or poisonous gases.

Safety Profile

Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Human systemic effects by ingestion: hallucinations and vomiting. When heated to decomposition it emits toxic fumes of NOx,.

Potential Exposure

Used as a chemical intermediate in pharmaceuticals; as an agricultural chemical for field crops; and as a bird repellent and poison

Shipping

UN2671 Aminopyridines, Hazard Class: 6.1; Labels: 6.1-Poisonous materials

Purification Methods

Crystallise the aminopyridine from *benzene/EtOH, then recrystallise it twice from water, then crush and dry it for 4hours at 105o [Bates & Hetzer J Res Nat Bur Stand 64A 427 1960]. It has also been crystallised from EtOH, *benzene, *benzene/pet ether, toluene and sublimes in a vacuum. [Beilstein 22/9 V 106.]

Toxicity evaluation

4-Aminopyridine is highly toxic to animals, with an approximate oral LD50 of 3.7 mg/kg body weight in the dog. 4-Aminopyridine blocks potassium channels, resulting in increased cholinergic nervous system activity. The ability of 4-aminopyridine to block potassium channels has led to some speculation that it may be an effective therapy for multiple sclerosis. Clinical signs in poisoned animals often develop within several hours of ingestion and commonly include tachycardia, salivation, tremors, ataxia, and seizures. Death from respiratory failure may develop within 4 hours of exposure. Chemical analysis of frozen stomach contents, liver, and urine is available at some diagnostic laboratories, and residues can be detected in poisoned birds. Although no specifi c antidotal therapy exists, anticonvulsants and activated charcoal administration are recommended.

Incompatibilities

Sodium nitrite, strong oxidizers. Avoid contact with acid anhydrides, acid chlorides; and strong acids.

Waste Disposal

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposalIncineration with nitrogen oxides removal from effluent gas.

Global( 461)Suppliers
Supplier Tel Email Country ProdList Advantage
Hangzhou Cyanochem Co., Ltd.
+86 17788583750 sales@cyanochem.com CHINA 284 58
Hebei Lihe Biotechnology Co.,ltd
86-311-80292533 13315122300 sales@lihebiotech.com CHINA 309 58
371-66670886 info@dakenchem.com China 15392 58
0371-55170693 info@tianfuchem.com China 22039 55
+8615858145714 fandachem@gmail.com China 9513 55
21-51619050 ivan@atkchemical.com China 26811 60
0551-65418679 info@tnjchem.com China 2995 55
+86-571-8723 8903 jocelynpan@zjarts.com jocelynpan@zjarts.com CHINA 997 58
+86-0371-55982848 sales@coreychem.com China 29960 58
13867897135 sales@nbinno.com CHINA 925 58
Supplier Advantage
Hangzhou Cyanochem Co., Ltd.
58
Hebei Lihe Biotechnology Co.,ltd
58
58
55
55
60
55
58
58
58

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View Lastest Price from 4-Aminopyridine manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-02-19 4-aminopyridine
504-24-5
US $0.00 / KG 1KG 99.4% 100 tons Honest Joy Holdings Limited
2021-12-01 4-aminopyridine
504-24-5
US $0.00 / KG 1KG 99% 10 ton Hebei Crovell Biotech Co Ltd
2021-10-20 4-aminopyridine
504-24-5
US $120.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biological Technology Co., Ltd
  • 4-aminopyridine
    504-24-5
  • US $120.00 / KG
  • 99%
  • Hebei Lingding Biological Technology Co., Ltd
4-Aminopyridine,98% 4-AMINOPYRIDINE,REAGENT AMINOPYRIDINE, 4-(P) PARA-AMINOPYRIDINE 4-AMINO PYRIDINE PYRIDIN-4-YLAMINE Phillips 1861 phillips1861   Pimadin (free base) Prc 1237 Pyridine, 4-amino- pyridine,4-amino-  pyridine,4-amino-0 pyridine,4-amino-000   Rcra waste number P008 VMI 10-3 vmi10-3 p-Amino Pyridine 4-Amino Pyridine 4-Aminopyridine (RTC is agent for this item in Europe) 4-AMINOPYRIDINE PESTANAL 4-AMINOPYRIDINE INDUCES DEPOLARIZATIO 4-AMINOPYRIDINE, 99+% 4-AMINO PYRIDINE FOR SYNTHESIS 4-Aminopyridine4-AP 4-Pyridinamine, 4-Pyridylamine, Fampridine AMINOPYRIDINE, 4-(RG) Fampridine, pharma grade 4-Aminopyridine(Toxic) 4-Aminopyridine,4-Pyridinamine, 4-Pyridylamine, Fampridine 4-Aminopyridine 1g [504-24-5] 4-Aminopyridine 4-Aminopyridine 504-24-5 1kg 4-amino-pyridin  4-AP 4APY 4-pyridinamine 4-PYRIDYLAMINE Avitrol 200 avitrol200   Compound 1861 Frampridine mi-w-3 TIMTEC-BB SBB004393 Amino-4-pyridine AMINOPYRIDINE, 4- AKOS 91150 γ-Pyridylamine PYRIDIN-4-YLAMINE PYRIDIN-4-AMINE P-AMINO PYRIDINE 4-Aminopyridine;4-AP; Pyridin-4-amine FAMPRIDINE GAMMA-AMINOPYRIDINE GAMMA-PYRIDYLAMINE avitrol AVITROL(R) AURORA KA-676 4-PyridinylaMine AMpyra