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Pridinol

Pridinol structure

Pridinol 

structure
  • CAS No:

    511-45-5

  • Formula:

    C20H25NO

  • Chemical Name:

    Pridinol

  • Synonyms:

    1-Piperidinepropanol,α,α-diphenyl-;α,α-Diphenyl-1-piperidinepropanol;HH 212;238 C;1,1-Diphenyl-3-piperidino-1-propanol;1,1-Diphenyl-3-(1-piperidyl)-1-propanol;ParKS 12 Hommel;3-(N-Piperidyl)-1,1-diphenyl-1-propanol;Pridinol;Benzhydrol,α-(2-piperidinoethyl)-;3-Piperidino-1,1-diphenyl-1-propanol;Nonplesin;Parks;C 238;NSC 23016;NSC 403797;1,1-Diphenyl-3-(piperidin-1-yl)propan-1-ol;1,1-Diphenyl-3-piperidin-1-ylpropan-1-ol

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

ChEBI: A piperidine substituted at position 1 by a 3-hydroxy-3,3-diphenylpropyl group.


Pridinol is a piperidine substituted at position 1 by a 3-hydroxy-3,3-diphenylpropyl group. It has a role as a muscle relaxant and an antiparkinson drug. It is a tertiary alcohol and a member of piperidines.

Pridinol Basic Attributes

295.426

295.42

208-128-0

9E75Q6SUUB

403797|23016

DTXSID0045090

Crystals

M - Musculo-skeletal system

2933399090

Characteristics

23.5

4.22 (est)

1.079 g/cm3

120-121 °C

460.9ºC at 760 mmHg

229.9ºC

In water, 33 mg/L at 25 deg C (est)

5.10X10-9 mm Hg at 25 deg C (est)

LD50 intraperitoneal in mouse: 100mg/kg

Henry's Law constant = 1.58X10-11 atm-cu m/mol at 25 °C (est)

MW: 331.88. Crystals, decomposes 238 °C. Soluble in alcohol. /Hydrochloride/|Hydroxyl radical reaction rate constant = 1.15X10-10 cu cm/molec-sec at 25 °C (est)

Safety Information

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxicity

LD50 MOUSE INTRAVENOUS 35 MG/KG /PRIDINOL HYDROCHLORIDE/

Drug Information

/EXPL THER/ A randomized, double-blind, placebo-controlled three-way cross-over study was performed to investigate the effect of two muscle relaxants (tolperisone hydrochloride and pridinol mesilate) on experimental jaw-muscle pain and jaw-stretch reflexes. Fifteen healthy men participated in three randomized sessions separated by at least 1 week. In each session 300 mg tolperisone, 8 mg pridinol mesilate or placebo was administered orally as a single dose. One hour after drug administration 0.3 mL hypertonic saline (5.8%) was injected into the right masseter to produce muscle pain. Subjects continuously rated their perceived pain intensity on an electronic 10-cm visual analogue scale (VAS). The pressure pain threshold (PPT) was measured and short-latency reflex responses were evoked in the pre-contracted (15% maximal voluntary contraction) masseter and temporalis muscles by a standardised stretch device (1 mm displacement, 10 ms ramp time) before (baseline), 1 hr after medication (post-drug), during ongoing experimental muscle pain (pain-post-drug), and 15 min after pain had vanished (post-pain). Analysis of variance demonstrated significantly lower VAS peak pain scores (5.9 +/- 0.4 cm) after administration of tolperisone hydrochloride compared with pridinol mesilate (6.8 +/- 0.4 cm) and placebo (6.6 +/- 0.4 cm) (P=0.020). Administration of pridinol mesilate was associated with a significant decrease in PPTs compared with tolperisone hydrochloride and placebo (P=0.002) after medication, but not after experimental jaw-muscle pain. The normalized peak-to-peak amplitude of the stretch reflexes were not significantly influenced by the test medication (P=0.762), but were in all sessions significantly facilitated during ongoing experimental jaw-muscle pain (P=0.034). In conclusion, tolperisone hydrochloride provides a small, albeit significant reduction in the perceived intensity of experimental jaw-muscle pain whereas the present dose had no effect on the short-latency jaw-stretch reflex. /Tolperisone hydrochloride and pridinol mesilate/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poisons A and B/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poisons A and B/

3-(N-piperidinyl)-1,1-diphenyl-1-propanol methanesulfonate

Pridinol Use and Manufacturing

Methods of Manufacturing

Pridinol can be prepared by Grignard reaction of ethyl 3-piperidinopropionate with phenylmagnesium bromide.|May be prepared from ethyl 1-piperidinepropionate and phenylmagnesium bromide

Pharmaceuticals

Computed Properties

Molecular Weight:295.4
XLogP3:3.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:295.193614421
Monoisotopic Mass:295.193614421
Topological Polar Surface Area:23.5
Heavy Atom Count:22
Complexity:294
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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