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Substance Name: Dalfampridine [USAN:INN]
RN: 504-24-5
UNII: BH3B64OKL9
InChIKey: NUKYPUAOHBNCPY-UHFFFAOYSA-N

Note

  • One of the POTASSIUM CHANNEL BLOCKERS with secondary effect on calcium currents which is used mainly as a research tool and to characterize channel subtypes.

Molecular Formula

  • C5-H6-N2

Molecular Weight

  • 94.1164
 

Classification Codes

Classification Codes

  • Acaricide
  • Agricultural Chemical
  • Avicide
  • Cardiovascular Agents
  • Human Data
  • Insect Attractant, Repellent and Chemosterilant
  • Membrane Transport Modulators
  • Multiple Sclerosis Symptomatic Treatment
  • Potassium Channel Blockers
  • Symptomatic Treatment of Multiple Sclerosis

Superlist Classification Codes

  • Reportable Quantity (RQ) = 1000 lb
  • Threshold Planning Quantity (TPQ) = 500/10000 lb

Names and Synonyms

Name of Substance

  • 4-Aminopyridine
  • Dalfampridine [USAN:INN]
  • Fampridine [INN]

MeSH Heading

  • 4-Aminopyridine

Synonyms

  • 4-Aminopyridine
  • 4-AP
  • 4-Pyridinamine
  • 4-Pyridylamine
  • 5-22-09-00106 (Beilstein Handbook Reference)
  • AI3-52547
  • Amaya
  • Amino-4 pyridine
  • Ampyra
  • Avitrol
  • Avitrol 200
  • BIIB 041
  • BIIB041
  • BRN 0105782
  • Caswell No. 038
  • Compound 1861
  • Dalfampridine
  • EINECS 207-987-9
  • EL-970
  • EPA Pesticide Chemical Code 069201
  • Fampridine
  • Fampyra
  • gamma-Aminopyridine
  • HSDB 6037
  • Mi-W-3
  • Neurelan
  • NSC 15041
  • p-Aminopyridine
  • Phillips 1861
  • Pimadin (free base)
  • Prc 1237
  • RCRA waste number P008
  • UNII-BH3B64OKL9
  • VMI 10-3
  • VMI 103
  • VMI-103

Systematic Names

  • 4-Pyridinamine
  • 4-Pyridylamine
  • Pyridine, 4-amino-

Superlist Names

  • 4-Aminopyridine
  • 4-Pyridinamine
  • p-Aminopyridine [UN2671] [Poison]
  • Pyridine, 4-amino-
  • RCRA waste no. P008
  • UN2671

Registry Numbers

CAS Registry Number

  • 504-24-5

FDA UNII

  • BH3B64OKL9

System Generated Number

  • 0000504245

Structure Descriptors

InChI

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

InChIKey

NUKYPUAOHBNCPY-UHFFFAOYSA-N

Smiles

c1(ccncc1)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 2370ug/kg (2.37mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
dog LD50 oral 3700mg/kg (3700mg/kg)   Toxicology and Applied Pharmacology. Vol. 26, Pg. 532, 1973.
duck LD50 oral 4200mg/kg (4200mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
man LDLo oral 590ug/kg (0.59mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Clinical Toxicology. Vol. 16, Pg. 487, 1980.
mouse LD50 intracrebral 4mg/kg (4mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Australian Journal of Experimental Biology and Medical Science. Vol. 36, Pg. 365, 1958.
mouse LD50 intraperitoneal 10mg/kg (10mg/kg)   Journal of Medicinal Chemistry. Vol. 8, Pg. 296, 1965.
mouse LD50 intravenous 7mg/kg (7mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Annales Pharmaceutiques Francaises. Vol. 26, Pg. 345, 1968.
mouse LD50 oral 19mg/kg (19mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(9-10), Pg. 64, 1992.
mouse LDLo subcutaneous 5mg/kg (5mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 226, Pg. 163, 1955.
pigeon LD50 oral 6mg/kg (6mg/kg)   Journal of Wildlife Management. Vol. 29, Pg. 830, 1965.
quail LD50 oral 7650ug/kg (7.65mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
rabbit LD50 intravenous 5500ug/kg (5.5mg/kg)   Eksperimentalna Meditsina i Morfologiya. Vol. 11, Pg. 162, 1972.
rat LD50 intraperitoneal 6500ug/kg (6.5mg/kg)   Toxicology and Applied Pharmacology. Vol. 26, Pg. 532, 1973.
rat LD50 oral 21mg/kg (21mg/kg)   Journal de Toxicologie Clinique et Experimentale. Vol. 6(3), Pg. 175, 1986.
rat LD50 subcutaneous 19mg/kg (19mg/kg)   Eksperimentalna Meditsina i Morfologiya. Vol. 11, Pg. 162, 1972.
women TDLo oral 120ug/kg (0.12mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 583, 1994.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 158.5 deg C   EXP
Boiling Point 273 deg C   EXP
pKa Dissociation Constant 9.17 (none) 20 EXP
log P (octanol-water) 0.32 (none)   EXP
Water Solubility 8.33E+04 mg/L 20 EXP
Vapor Pressure 3.40E-04 mm Hg 25 EST
Henry's Law Constant 2.81E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.04E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.