Diphenylpyralin

Diphenylpyraline

HCID 3103

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Grundinformationen

CAS: 147-20-6
Standard-SMILES: CN1CCC(OC(c2ccccc2)c2ccccc2)CC1
InChIKey: OWQUZNMMYNAXSL-UHFFFAOYSA-N
Summenformel: C19H23NO
Durchschnittliche Molmasse: 281,4 g/mol
Monoisotopische Masse: 281,17796436

Überblick

Diphenylpyraline is a member of the class of piperidines that is the benzhydryl ether derivative of 1-methyl-4-hydroxypiperidine. A sedating antihistamine, it is used as the hydrochloride for the symptomatic relief of allergic conditions including rhinitis and hay fever, and in pruritic skin disorders. It is also used as the teoclate salt (piprinhydrinate) as an ingredient in compound preparations for the symptomatic relief of coughs and the common cold. It has a role as a H1-receptor antagonist and a cholinergic antagonist. It is a member of piperidines and a tertiary amine.

Namen und Bezeichner

Bevorzugter Name: Diphenylpyraline
IUPAC: 4-benzhydryloxy-1-methylpiperidine
Lokaler Name: Diphenylpyralin
Englischer Name: diphenylpyraline
Summenformel: C19H23NO
Molmasse: 281.39202

Namen und Synonyme

diphenylpyraline147-20-6LyssipollMepibenNeargal4-(Benzhydryloxy)-1-methylpiperidine4-(Diphenylmethoxy)-1-methylpiperidineDiphenylpyralamineAllergenDifenilpiralinaDiphenylpyralinumAN 1041

Weitere Namen anzeigen

P-253DayfenAN1041HystrylHisprilBelfeneAN-1041Aids033087

1-Methyl-4-piperidyl benzhydryl ether4-(benzhydryloxy)-N-methylpiperidine33361OE3AV1-methyl-4-hydroxypiperidine benzhydryl ether4-DIPHENYLMETHOXY-1-METHYLPIPERIDINEDTXSID3022952CHEBI:59788RefChem:588945

Datenbank-Bezeichner

CAS: 147-20-6
PubChem CID: 3103
DTXSID: DTXSID3022952
ChEMBL: CHEMBL1492
ChEBI: CHEBI:59788
UNII: 33361OE3AV
EC Number: 205-686-7
Nikkaji: J5.838F

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3,9
Polarare Oberfläche (TPSA): 12,5 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 4
Schwere Atome: 21
Formalladung: 0
Komplexität: 268

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

LogP3.7

Solubility1.88e-02 g/L

Human DrugsPharmaceuticals

Physical DescriptionSolid

Collision Cross Section172.19 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Siedepunkt: 424.06 °C · 424.06°C (rough estimate)
Dichte: 1.0423 · 1.0423 (rough estimate)
Brechungsindex: 1.5 · 1.5000 (estimate)
storage temp.: -20 °C · Store at -20°C
Löslichkeit: 30 mg/ml,DMSO: · DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,Ethanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
Aggregatzustand: A crystalline solid
Farbe: White to off-white

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Sicherheitsdaten

ridadr: 3249
hazard_class: 6.1(b)
packing_group: III

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

R - Respiratory system

QR - Respiratory system

Protein Binding> 99% in human serum albumin

Pharmacodynamics · 1 Eintrag

Diphenylpyraline is an antihistamine that prevents, but does not reverse, responses mediated by histamine alone. Diphenylpyraline antagonizes most of the pharmacological effects of histamine, including urticaria and pruritus. Also, diphenylpyraline may exhibit anticholinergic actions (as do most of the antihistamines) and may thus provide a drying effect on the nasal mucosa.

Mechanism of ActionAntihistamines such as diphenylpyraline used in the treatment of allergy act by competing with histamine for H1-receptor sites on effector cells. This reduces the effects of histamine, leading to a temporary reduction of allergy symptoms.

Metabolism/MetabolitesHepatic

Absorption, Distribution and ExcretionWell absorbed after oral administration.

Verwendung und Herstellung

Use ClassificationPharmaceuticals

Darstellung

synthetischeDiphenylpyraline synthesis via coupling of 4-hydroxy-1-methylpiperidine with benzhydrylbromide.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Anbieter29 Anbieter

北京华美互利生物化工010-56205725 · [email protected]

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]

銳迪國際科技有限公司18024082417 · [email protected]

Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Diphenylpyraline is a member of the class of piperidines that is the benzhydryl ether derivative of 1-methyl-4-hydroxypiperidine. A sedating antihistamine, it is used as the hydrochloride for the symptomatic relief of allergic conditions including rhinitis and hay fever, and in pruritic skin disorders. It is also used as the teoclate salt (piprinhydrinate) as an ingredient in compound preparations for the symptomatic relief of coughs and the common cold. It has a role as a H1-receptor antagonist and a cholinergic antagonist. It is a member of piperidines and a tertiary amine.