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50847-11-5

Basic Information
CAS No.: 50847-11-5
Name: Ibudilast
Article Data: 2
Molecular Structure:
Molecular Structure of 50847-11-5 (Ibudilast)
Formula: C14H18N2O
Molecular Weight: 230.31
Synonyms: Pyrazolo[1,5-a]pyridine,1-propanone deriv.;1-(2-Isopropylpyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-one;2-Isopropyl-3-isobutyrylpyrazolo[1,5-a]pyridine;AV 411;KC 404;Ketas;1-Propanone,2-methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl]-;
EINECS: 637-150-7
Density: 1.09 g/cm3
Melting Point: 53-54 °C
Boiling Point: 175°C/7.5mmHg(lit.)
Solubility: DMSO: 28 mg/mL, soluble
Appearance: white solid
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/37/38
Safety: 26-36
PSA: 34.37000
LogP: 3.29640
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    Items Standard Result Assay 98%min ----------------------------------------------------------------------------------------------

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  • 5-α]pyridine;Ketas;Eyevinal;1-(2-Isopropylpyrazolo[1,5-a]pyridin-3-yl)-2-methyl-1-propanone.99%

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Chemistry

IUPAC Name: 2-Methyl-1-(2-propan-2-ylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one

Molecular Structure:  
Molecular Formula: C14H18N2O
Molecular Weight: 230.31 
CAS NO: 50847-11-5
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 34.37 Å2
Index of Refraction: 1.57
Molar Refractivity: 69.08 cm3
Molar Volume: 210.2 cm3
Surface Tension: 35.9 dyne/cm
Density: 1.09 g/cm3
Melting Point: 53-54°C 
Storage temp: 2-8°C
Solubility : DMSO: 28 mg/mL, soluble
Appearance: white solid
Synonyms of Ibudilast (CAS NO.50847-11-5): 3-Isobutyryl-2-isopropylpyrazolo[1,5-a]pyridine ; 2-Methyl-1-[2-(1-methylethyl)pyrazolo[1,5-a]pyridin-3-yl]-1-propanone ; 2-Isopropyl-3-isobutyrylpyrazolo[1,5-a]pyridine 
Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Cyclic Nucleotide related

Uses

 Ibudilast (CAS NO.50847-11-5) is used as an antiallergic, antiasthmatic, and vasodilator. And Ibudilast is mainly used in the treatment of asthma and stroke. It may also be useful in the treatment of multiple sclerosis.

Production

In the presence of Potassium carbonate and Sodium acetate, 1-Amino-2-methyl-pyridine halide anchor reacts with Isobutyric anhydride to form Ibudilast.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 460mg/kg (460mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 5503, 1985.
mouse LD50 intravenous 146mg/kg (146mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
BEHAVIORAL: TREMOR
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 5503, 1985.
mouse LD50 oral 1860mg/kg (1860mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 5503, 1985.
mouse LD50 subcutaneous 3100mg/kg (3100mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 5503, 1985.
rat LD50 intraperitoneal 419mg/kg (419mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 5503, 1985.
rat LD50 intravenous 42500ug/kg (42.5mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
KIDNEY, URETER, AND BLADDER: HEMATURIA
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 5503, 1985.
rat LD50 oral 1340mg/kg (1340mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 5503, 1985.
rat LD50 subcutaneous 1300mg/kg (1300mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 5503, 1985.

Safety Profile

Safety Information about Ibudilast (CAS NO.50847-11-5):
Hazard Codes: HarmfulXn
Risk Statements: 22-36/37/38
R22: Harmful if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3
RTECS: UR0711200