4-AMINOPYRIDINE,REAGENT
4-Aminopyridine
CAS: 504-24-5
Molecular Formula: C5H6N2
4-AMINOPYRIDINE,REAGENT - Names and Identifiers
| Name | 4-Aminopyridine |
| Synonyms | Fampridine phillips1861 Phillips 1861 4-pyridylamine pyridin-2-amine 4-Aminopyridine Amino-4-pyridine 4-aminopyridinium PARA-AMINOPYRIDINE Pimadin (free base) gamma-aminopyridine AMINOPYRIDINE, 4-(P) 4-AMINOPYRIDINE,REAGENT 4-AMINO PYRIDINE PYRIDIN-4-YLAMINE |
| CAS | 504-24-5 |
| EINECS | 207-987-9 |
| InChI | InChI=1/C5H6N2/c6-5-1-3-7-4-2-5/h1-4H,(H2,6,7)/p+1 |
| InChIKey | NUKYPUAOHBNCPY-UHFFFAOYSA-N |
4-AMINOPYRIDINE,REAGENT - Physico-chemical Properties
| Molecular Formula | C5H6N2 |
| Molar Mass | 94.11 |
| Density | 1.26 |
| Melting Point | 155-158 °C (lit.) |
| Boling Point | 273 °C (lit.) |
| Flash Point | 156°C |
| 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, |
| Solubility | H2O: soluble50mg/mL, clear, colorless |
| Vapor Presure | 0.046Pa at 25℃ |
| Appearance | Crystalline Powder, Solid or Crystals |
| Color | White to faint grey to light yellow |
| Merck | 14,3933 |
| BRN | 105782 |
| pKa | 9.114(at 25℃) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.5560 (estimate) |
| Physical and Chemical Properties | Toxicity LD 50(mg/kg) traits from benzene in the precipitation of colorless needle-like crystals, ammonia odor. solubility slightly soluble in petroleum ether, soluble in water, ether and benzene, soluble in ethanol. |
| Use | Used as pesticide, medicine and dye intermediates; Also used as chemical reagents. Synthesis of antibiotic drug 4-acetamidopiperidine acetate and other intermediates, but also the preparation of cardiotonic, bactericidal agents, antiarrhythmic drugs, antiulcer drugs and antispasmodic milverine raw materials; an important raw material of new antihypertensive drug pinacidil. |
4-AMINOPYRIDINE,REAGENT - Risk and Safety
| Risk Codes | R28 - Very Toxic if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S37/39 - Wear suitable gloves and eye/face protection S28A - S1 - Keep locked up. |
| UN IDs | UN 2671 6.1/PG 2 |
| WGK Germany | 3 |
| RTECS | US1750000 |
| FLUKA BRAND F CODES | 8-21 |
| TSCA | Yes |
| HS Code | 29333999 |
| Hazard Note | Toxic/Irritant |
| Hazard Class | 6.1 |
| Packing Group | II |
| Toxicity | LD50 orally in Rabbit: 21 mg/kg |
4-AMINOPYRIDINE,REAGENT - Reference Information
Open Data Unverified Data
| LogP | -0.76 at pH7.4 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| biological activity | 4-Aminopyridine (4-AP, Fampridine, Dalfampridine) is an effective and non-selective voltage gated potassium channels (Kv) inhibitor. In CHO cells, the IC50s for Kv1.1 and Kv1.2 are 170 μM and 230 μM respectively. Obtained a hazardous chemicals business license |
| Target | Value |
| Kv1.4 () | 13 μM |
| Kv3.1 () | 29 μM |
| Kv3.2 () | 100 μM |
| Kv1.3 () | 195 μM |
| Kv1.1 () | 290 μM |
| use | used in organic synthesis, can be used as a pharmaceutical intermediate. is an intermediate for the synthesis of antibiotic drugs |
| Production method | Pyridine is oxidized with hydrogen peroxide, phthalic anhydride is added to phthalate, and then decomposed with dilute hydrochloric acid to make N-oxidized pyridine hydrochloride. N-oxypyridine hydrochloride is nitrated to produce N-oxy-4-nitropyridine. N-oxy-4-nitropyridine is reduced by iron powder to obtain 4-aminopyridine. Dissolve 1gN-oxy-4-nitropyridine (melting point 159 ℃) in 30ml of acetic acid, add 2.2g of iron powder, and the reaction starts immediately. After adding, keep the 100% for 1h and cool. After adding about 50ml of water to dilute, neutralize with 30% sodium hydroxide solution and adjust to strong alkaline, extract with ether 3 times, 100ml each time. The ether extract was combined and dried with anhydrous potassium carbonate. After the ether is evaporated, the crude 4-aminopyridine is distilled under reduced pressure. Recrystallization of the crude product from benzene or toluene-petroleum ether mixed solvent yields 0.6g of white needle crystal 4-aminopyridine with 90% yield. |
| category | pesticide |
| toxicity classification | highly toxic |
| acute toxicity | oral-rat LD50: 21 mg/kg; Oral-mouse LD50: 42 mg/kg |
| flammability hazard characteristics | open flame is combustible; high heat emits toxic nitrogen oxide gas |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; Store separately from oxidants, acids and food additives |
| fire extinguishing agent | dry powder, foam, carbon dioxide, sand |
| spontaneous combustion temperature | 640°C |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 19:43:38
4-AMINOPYRIDINE,REAGENT - Production method
pyridine was oxidized with hydrogen peroxide, phthalic anhydride was added to form a phthalate, and then decomposed with dilute hydrochloric acid to form N-oxide pyridine hydrochloride. N-oxo-4-nitropyridine was prepared by nitration of N-oxo-pyridine hydrochloride. 4-nitropyridine N-oxide is reduced by iron powder to give 4-aminopyridine. 1g of n-4-nitropyridine oxide (m. P. 159 ° C.) was dissolved in 30ml of acetic acid, 100% g of iron powder was added, and the reaction was started immediately. After the addition was completed, the mixture was kept for 1H and allowed to cool. After dilution by addition of about 50ml of water, neutralized with 30% sodium hydroxide solution and made highly basic, extracted three times with of ether each time. The ether extracts were combined and dried with anhydrous potassium carbonate. After the ether was distilled off, the crude 4-aminopyridine was distilled off under reduced pressure. The crude product was recrystallized from benzene or a mixed solvent of toluene and petroleum ether to obtain 0.6g of white needle-like crystalline 4-aminopyridine in a yield of 90%.
Last Update：2024-04-10 22:29:15
4-AMINOPYRIDINE,REAGENT - Introduction
Regulatory Information
4-aminopyridine (highly toxic)
This product is controlled by the public security department according to the regulations on the safety management of hazardous chemicals.
chemical formula
C5H6N2
relative molecular mass
94.12
trait
yellowish brown crystals. Sensitive to humidity and air. Soluble in water, methanol and ethanol, slightly soluble in ether and benzene, very slightly soluble in petroleum ether. Melting point 158.9 °c. Boiling point 273.5 C, 180 C (1.60~1.73kPA). Highly toxic, median lethal dose (rat, oral) 20 mg/kg. Irritating.
storage
sealed, dry and protected from light.
category
pesticide
Toxicity grade
highly toxic
Acute toxicity
oral-rat LD50: 21 mg/kg; Oral-mouse LD50: 42 mg/kg
flammability hazard characteristics
fire combustible; High heat release toxic nitrogen oxide gas
storage and transportation characteristics
The warehouse is ventilated and dried at low temperature; It is stored separately from oxidants, acids and food additives
extinguishing agent
dry powder, foam, carbon dioxide, sand
Last Update：2024-04-09 20:52:54
Supplier List
Featured ProductsMultiple Specifications
Product Name: 4-Aminopyridine Request for quotationCAS: 504-24-5
Tel: +86-21-56795779
Email: charles7788@worldyachem.com
Mobile: +86-13651600618
QQ: 2850607228
Wechat: 13651600618
WhatsApp: +8613651600618
Spot supply
Product Name: 4-Aminopyridine Request for quotationCAS: 504-24-5
Tel: +86-17551318830
Email: r@reformchem.com
Mobile: +86-17551318830
QQ: 3787852685
Spot supply
Product Name: 4-Aminopyridine Request for quotationCAS: 504-24-5
Tel: +86-17551318830
Email: r@reformchem.com
Mobile: +86-17551318830
QQ: 3785839865
Product Name: 4-Aminopyridine Request for quotation
CAS: 504-24-5
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
CAS: 504-24-5
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
Product Name: 4-Aminopyridine Request for quotation
CAS: 504-24-5
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
CAS: 504-24-5
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Featured ProductsMultiple Specifications
Product Name: 4-Aminopyridine Request for quotationCAS: 504-24-5
Tel: +86-21-56795779
Email: charles7788@worldyachem.com
Mobile: +86-13651600618
QQ: 2850607228
Wechat: 13651600618
WhatsApp: +8613651600618
Spot supply
Product Name: 4-Aminopyridine Request for quotationCAS: 504-24-5
Tel: +86-17551318830
Email: r@reformchem.com
Mobile: +86-17551318830
QQ: 3787852685
Spot supply
Product Name: 4-Aminopyridine Request for quotationCAS: 504-24-5
Tel: +86-17551318830
Email: r@reformchem.com
Mobile: +86-17551318830
QQ: 3785839865
Product Name: 4-Aminopyridine Request for quotation
CAS: 504-24-5
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
CAS: 504-24-5
Tel: 17505222756
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Wechat: 17505222756
Product Name: 4-Aminopyridine Request for quotation
CAS: 504-24-5
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
CAS: 504-24-5
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
View History