diphenylpyraline

Names

[ CAS No. ]:
147-20-6

[ Name ]:
diphenylpyraline

[Synonym ]:
Hispril
N-methyl-4-(diphenylmethoxy)piperidine
Neargal
Lergobine
EINECS 205-686-7
Belfene
Dayfen
4-benzhydryloxy-1-methyl-piperidine
Histyn
Mepiben
4-Benzhydryloxy-1-methyl-piperidin
4-Diphenylmethoxy-1-methyl-piperidin
4-(diphenylmethoxy)-1-methylpiperidine
Lyssipoll
Allergen
4-benzhydryloxy-1-methylpiperidine

Biological Activity

[Description]:

Diphenylpyraline is a potent histamine H1 receptor antagonist. Diphenylpyraline acts as an orally active antihistamine agent with antimuscarinic and antiallergic effects. Diphenylpyraline can be used for the research of allergic diseases, including rhinitis and hay fever, and pruritic skin disorders et.al[1].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor

Research Areas >> Inflammation/Immunology

Signaling Pathways >> GPCR/G Protein >> Histamine Receptor

[Target]

H1 Receptor

[In Vitro]

Diphenylpyraline (10 μM) markedly inhibits dopamine uptakein mouse nucleus accumbens slices[2].

[In Vivo]

Diphenylpyraline (intraperitoneal injection; 5-10 mg/kg) elevates extracellular dopamine levels (~200%) in mouse nucleus accumbens and induces locomotor activation in mice[2]. Animal Model: C57BL/6 mice[2] Dosage: 5-10 mg/kg Administration: Intraperitoneal injection Result: Had psychostimulant properties.

[References]

[1]. Erik B Oleson, et al. Effects of the histamine H₁ receptor antagonist and benztropine analog diphenylpyraline on dopamine uptake, locomotion and reward.

[2]. Gennady B Lapa, et al. Diphenylpyraline, a histamine H1 receptor antagonist, has psychostimulant properties.

Chemical & Physical Properties

[ Density]:
1.08 g/cm3

[ Boiling Point ]:
378.7ºC at 760 mmHg

[ Molecular Formula ]:
C₁₉H₂₃NO

[ Molecular Weight ]:
281.39200

[ Flash Point ]:
111.6ºC

[ Exact Mass ]:
281.17800

[ PSA ]:
12.47000

[ LogP ]:
3.82470

[ Vapour Pressure ]:
6.18E-06mmHg at 25°C

[ Index of Refraction ]:
1.587

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TM7810000

CHEMICAL NAME :: Piperidine, 4-(diphenylmethoxy)-1-methyl-

CAS REGISTRY NUMBER :: 147-20-6

BEILSTEIN REFERENCE NO. :: 0245467

LAST UPDATED :: 199612

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C19-H23-N-O

MOLECULAR WEIGHT :: 281.43

WISWESSER LINE NOTATION :: T6NTJ A1 DOYR&R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 50,459,1979 ** ACUTE TOXICITY DATA **

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 26,155,1971

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 42 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 26,1203,1971 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84788 No. of Facilities: 21 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 62 (estimated)

Safety Information

[ Hazard Codes ]:
Xn

[ RIDADR ]:
UN 3249

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2933399090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933399090

[ Summary ]:
2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%