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Substance Name: Mepyramine [INN:BAN]
RN: 91-84-9
UNII: HPE317O9TL
InChIKey: YECBIJXISLIIDS-UHFFFAOYSA-N
Note
- A histamine H1 antagonist. It has mild hypnotic properties and some local anesthetic action and is used for allergies (including skin eruptions) both parenterally and locally. It is a common ingredient of cold remedies.
Molecular Formula
- C17-H23-N3-O
Molecular Weight
- 285.389
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- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Allergic Agents
- Central Nervous System Agents
- Central Nervous System Depressants
- Drug / Therapeutic Agent
- Histamine Agents
- Histamine Antagonists
- Histamine H1 Antagonists
- Human Data
- Hypnotics and Sedatives
- Neurotransmitter Agents
- Reproductive Effect
- Skin / Eye Irritant
- Sleep Aids, Pharmaceutical
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Names and Synonyms
Name of Substance
- Mepyramine [INN:BAN]
- Pyrilamine
MeSH Heading
- Pyrilamine
Synonyms
- 1,2-Ethanediamine, N-((4-methoxyphenyl)methyl)-N',N'-dimethyl-N-2-pyridinyl-
- 2-((2-(Dimethylamino)ethyl)-(p-methoxybenzyl)amino)pyridine
- 2-((p-Methoxybenzyl)(2-(dimethylamino)ethyl)amino)pyridine
- 5-22-08-00381 (Beilstein Handbook Reference)
- Afko-Hist
- Anhistabs
- Anhistol
- Antalergan
- Antallergan
- Antamine
- Anthisan
- BRN 0269019
- CCRIS 4865
- Copsamine
- Coradon
- Dipane
- Dorantamin
- EINECS 202-102-2
- Harvamine
- Histacap
- Histalon
- Histapyran
- Histasan
- HSDB 5187
- Isamin
- Kriptin
- Maranhist
- Mepiramina
- Mepiramina [INN-Spanish]
- Mepiramine
- Mepyramin
- Mepyramin [German]
- Mepyramine
- Mepyraminum
- Mepyraminum [INN-Latin]
- Mepyren
- N',N'-Dimethyl-N-(p-methoxybenzyl)-N-(2-pyridyl)ethylenediamine
- N-((4-Methoxyphenyl)methyl)-N',N'-dimethyl-N-2-pyridinyl-1,2-ethanediamine
- N-(p-Methoxybenzyl)-N',N'-dimethyl-N-2-pyridyl-1,2-ethanediamine
- N-(p-Methoxybenzyl)-N',N'-dimethyl-N-2-pyridylethylenediamine
- N-(para-Methoxybenzyl)-N',N'-dimethyl-N-2-pyridylethylenediamine
- N-p-Methoxybenzyl-N',N'-dimethyl-N-alpha-pyridylethylenediamine
- N-para-Methoxybenzyl-N',N'-dimethyl-N-alpha-pyridylethylenediamine
- NCI-C60651
- Neo-Bridal
- Neoantergan
- NSC 13136
- Nyscaps
- p-Methoxybenzyl-alpha-pyridyl-dimethyl-aethylendiamin
- p-Methoxybenzyl-alpha-pyridyl-dimethyl-aethylendiamin [German]
- Paraminyl
- Parmal
- Pyra
- Pyramal
- Pyranisamine
- Pyridine, 2-((2-(dimethylamino)ethyl)(p-methoxybenzyl)amino)-
- Pyridine, 2-((p-methoxybenzyl)(2-(dimethylamino)ethyl)amino)-
- Pyrilamine
- RP 2786
- Stamine
- Stangen
- Statomin
- Thylogen
- UNII-HPE317O9TL
- Wait's green mountain antihistamine
Systematic Names
- 1,2-Ethanediamine, N-((4-methoxyphenyl)methyl)-N',N'-dimethyl-N-2-pyridinyl-
- 1,2-Ethanediamine, N-((4-methoxyphenyl)methyl)-N',N'-dimethyl-N-2-pyridinyl- (9CI)
- Mepyramine
- Pyridine, 2-((2-(dimethylamino)ethyl)(p-methoxybenzyl)amino)-
- Pyrilamine
Superlist Name
- Pyrilamine
Registry Numbers
CAS Registry Number
- 91-84-9
FDA UNII
- HPE317O9TL
Other Registry Number
- 102206-59-7
System Generated Number
- 0000091849
Structure Descriptors
InChI
InChI=1S/C17H23N3O/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15/h4-11H,12-14H2,1-3H3InChIKey
YECBIJXISLIIDS-UHFFFAOYSA-NSmiles
COc1ccc(CN(CCN(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
human | TDLo | unreported | 714ug/kg (0.714mg/kg) | BEHAVIORAL: SLEEP BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | Journal of Allergy. Vol. 19, Pg. 313, 1948. |
mammal (species unspecified) | LD50 | subcutaneous | 100mg/kg (100mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 7, Pg. 131, 1957. | |
mouse | LD50 | intraperitoneal | 107mg/kg (107mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1723, 1975. |
mouse | LD50 | intravenous | 23mg/kg (23mg/kg) | Therapie. Vol. 26, Pg. 1203, 1971. | |
mouse | LD50 | oral | 220mg/kg (220mg/kg) | Therapie. Vol. 26, Pg. 1203, 1971. | |
rat | LD50 | oral | 950mg/kg (950mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 160, Pg. 4, 1966. | |
rat | LD50 | oral | 980mg/kg (980mg/kg) | Toxicology and Applied Pharmacology. Vol. 1, Pg. 42, 1959. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
pKa Dissociation Constant | 8.85 | (none) | 20 | EXP |
log P (octanol-water) | 3.27 | (none) | EXP | |
Water Solubility | 245 | mg/L | 25 | EST |
Vapor Pressure | 1.75E-06 | mm Hg | 25 | EST |
Henry's Law Constant | 3.52E-13 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.53E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.