pyrilamine maleate
1,2-ethanediamine, N1-[(4-methoxyphenyl)methyl]-N2,N2-dimethyl-N1-2-pyridinyl-, (2Z)-2-butenedioate (1:1)
Identification
| Name | pyrilamine maleate |
| IUPAC | (Z)-but-2-enedioicacid;N'-[(4-methoxyphenyl)methyl]-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine |
| CAS Number | 59-33-6 |
| FDA UNII | R35D29L3ZA |
| Molecular Formula | C21 H27 N3 O5 |
| Molecular Weight | 401.46319000 |
| MDL Number | MFCD00069333 |
Regulatory
Physical Properties
| Appearance | white crystals or powder (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 423.80 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.000000 mmHg @ 25.00 °C. (est) |
| Flash Point | 410.00 °F. TCC ( 210.10 °C. ) (est) |
| logP (o/w) | 2.751 (est) |
| Soluble in | water, 119.7 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-child LDLo 42 mg/kg |
| Dermal Toxicity | subcutaneous-guinea pig LD50 44 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for pyrilamine maleate usage levels up to | not for fragrance use. |
| Recommendation for pyrilamine maleate flavor usage levels up to | not for flavor use. |
American International Chemical, Inc.
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Potential Uses
Natural Occurrence
Synonyms
anisopyradamine
anthisan
(Z)-
but-2-enedioicacid;N'-[(4-methoxyphenyl)methyl]-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine
diaminide maleate
2-((2-(
dimethylamino)ethyl)(p-methoxybenzyl)amino)-pyridine maleate
2-[[2-(
dimethylamino)ethyl](p-methoxybenzyl)amino]pyridine bimaleate
2-[[2-(
dimethylamino)ethyl](p-methoxybenzyl)amino]pyridine maleate
[2-(
dimethylamino)ethyl][(4-methoxyphenyl)methyl]-2-pyridylamine, (2Z)but-2-enedioic acid
dorantamin maleate
enrumay
1,2-
ethanediamine, N-[ (4-methoxyphenyl)methyl]-N', N'-dimethyl-N-2-pyridinyl-, (Z)-2-butenedioate (1:1)
1,2-
ethanediamine, N1-[(4-methoxyphenyl)methyl]-N2,N2-dimethyl-N1-2-pyridinyl-, (2Z)-2-butenedioate (1:1)
histatex
histavet-P
mepiramine maleate
mepyramine hydrogen maleinate
mepyramine maleate
N-p-
methoxybenzyl-N',N'-dimethyl-N-a-pyridylethylenediamine maleate
N-(p-
methoxybenzyl)-N, N'-dimethyl-N-2-pyridyl-1,2-ethanediamine, maleic acid salt
N-(4-
methoxybenzyl)-N',N'-dimethyl-N-(2-pyridinyl)-1,2-ethanediamine (2Z)-2-butenedioate (1:1)
N-(4-
methoxybenzyl)-N',N'-dimethyl-N-(pyridin-2-yl)ethane-1,2-diamine (2Z)-but-2-enedioate (1:1)
N-(4-
methoxybenzyl)-N',N'-dimethyl-N-pyridin-2-ylethane-1,2-diamine (2Z)-but-2-enedioate
N-(4-
methoxyphenyl)methyl-N',N'-dimethyl-N-(2-pyridinyl)-1,2-ethanediamine maleate salt
N-[(4-
methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridinyl-1,2-ethanediamine (2Z)-2-butenedioate (1:1)
paraminyl maleate
pyra maleate
pyramal maleate
pyranilamine maleate
pyranisamine maleate
pyridine, 2-((2-(dimethylamino)ethyl)(p-methoxybenzyl)amino)-, maleate (1:1)
pyridine, 2-[[2- (dimethylamino)ethyl](p-methoxybenzyl)amino]-, maleate (1:1)
stangen maleate
statomin maleate
thylogen
PubMed:
Histamine in the locus coeruleus promotes descending noradrenergic inhibition of neuropathic hypersensitivity.
PubMed:
Lymphatic diamine oxidase secretion stimulated by fat absorption is linked with histamine release.
PubMed:
Evaluation of In Vitro Uterotonic Activities of Fruit Extracts of Ficus asperifolia in Rats.
PubMed:
Antihistaminic drugs modify casein-induced inflammation in the rat.
PubMed:
Prevalence and impact of primary dysmenorrhea among Mexican high school students.
PubMed:
Effects of inhaled monoethanolamine on bronchoconstriction.
PubMed:
Patterns of prescription and self-medication for treating primary dysmenorrhea in a Mexican population.
PubMed:
Stimulation of brain mast cells by compound 48/80, a histamine liberator, evokes renin and vasopressin release in dogs.
PubMed:
Minimal role for H1 and H2 histamine receptors in cutaneous thermal hyperemia to local heating in humans.
PubMed:
Relaxant effects of the neutral extract of the leaves of Bidens pilosa Linn on isolated rat vascular smooth muscle.
PubMed:
Involvement of histamine H1 and H2 receptors in the regulation of STAT-1 phosphorylation: inverse agonism exhibited by the receptor antagonists.
PubMed:
H1 but not H2 histamine receptor activation contributes to the rise in skin blood flow during whole body heating in humans.
PubMed:
Degranulation of mast cells located in median eminence in response to compound 48/80 evokes adrenocortical secretion via histamine and CRF in dogs.
PubMed:
Interactions of eosinophil granule proteins with skin: limits of detection, persistence, and vasopermeabilization.
PubMed:
Regulation by prostaglandin E2 and histamine of angiogenesis in inflammatory granulation tissue.
PubMed:
Non-adrenergic non-cholinergic excitatory innervation in the airways: role of neurokinin-2 receptors.
PubMed:
Neurochemical regulation of cough response to capsaicin in guinea-pigs.
PubMed:
NTP Hepatotoxicity Studies of the Liver Carcinogen Methapyrilene Hydrochloride (CAS No. 135-23-9) Administered in Feed to Male F344/N Rats.
PubMed:
Enhancement by histamine of vascular endothelial growth factor production in granulation tissue via H(2) receptors.
PubMed:
Histamine induced decrease of lecithin levels in broncho-alveolar lavage fluid of rats is mediated by H2 receptor.
PubMed:
Effect of pyloric blockade and infusion of histamine or pentagastrin on gastric secretion in horses.
PubMed:
Histamine-induced gastric acid secretion in horses.
PubMed:
Evidence for hypernociception induction following histamine H1 receptor activation in rodents.
PubMed:
Effect of antioxidants, anti-inflammatory drugs, and histamine antagonists on sparfloxacin-induced phototoxicity in mice.
PubMed:
Chronic feeding study of pyrilamine in Fischer 344 rats.
PubMed:
N(+)-glucuronidation of aliphatic tertiary amines, a general phenomenon in the metabolism of H1-antihistamines in humans.
PubMed:
The acetylcholine-induced flare response in evaluation of small fiber dysfunction.
PubMed:
High-performance liquid chromatography of the antihistamine pyrilamine and its N-oxide using electrochemical detection.
PubMed:
Uterotropic actions of relaxin in prepubertal gilts.
PubMed:
Pharmacologic modulation of vascular permeability in ocular allergy in the rat.
PubMed:
Association of fever with late-onset pulmonary hypersensitivity responses in the guinea pig.
PubMed:
Formation of ovarian follicular cysts and corpora lutea after treatment with antihistamine or indomethacin in prepubertal gilts.
PubMed:
The probable role of histamine in the rostral hypothalamus on the prolactin and luteinizing hormone release induced by estrogen in conscious spayed rats.
PubMed:
Adrenergic and histaminergic neural interactions in dog paws.
PubMed:
Effect of histamine on proliferation of normal human adult lung fibroblasts.
PubMed:
Analysis of some dosage forms containing pyridine derivatives using a cyclodextrin bonded stationary phase in HPLC.
PubMed:
Metabolism of pyrilamine maleate in Fischer 344 rats, Part I: Activity excretion profiles.
PubMed:
The metabolism and elimination of pyrilamine maleate in the rat.
PubMed:
Microbial transformation of the antihistamine pyrilamine maleate. Formation of potential mammalian metabolites.
PubMed:
H1 action of histamine on aldosterone and cortisol secretion by perfused dog adrenal.
PubMed:
Liquid chromatographic determination of organic nitrogenous bases in dosage forms: a progress report.
PubMed:
Unusual effects of histamine antagonists on canine nasal blood vessels.
PubMed:
Some respiratory and enteric diseases of cattle: an update.
PubMed:
PAF-acether-induced plasma exudation in rat skin is independent of platelets and neutrophils.
PubMed:
Trace analysis of the antihistamines methapyrilene hydrochloride, pyrilamine maleate and triprolidine hydrochloride monohydrate in animal feed, human urine and wastewater by high-performance liquid chromatography and gas chromatography with nitrogen-phosphorus detection.
PubMed:
Chronic toxicity tests of pyrilamine maleate and methapyrilene hydrochloride in F344 rats.
PubMed:
Bioassays of smooth muscle contracting agents in cotton mill dust and bract extracts: arachidonic acid metabolites as possible mediators of the acute byssinotic reaction.
PubMed:
Inhibition of bone resorption in tissue culture by H1-receptor antagonists.
PubMed:
Measurement of canine gastric vascular permeability to plasma proteins in the normal and protein-losing states.
PubMed:
Pharmacological studies of sensitized canine pulmonary blood vessels.
PubMed:
GLC analysis of menthol, phenol, benzocaine, and pyrilamine maleate in aerosol spray lotion.
PubMed:
Characterization of DNA repair elicited by carcinogens and drugs in the hepatocyte primary culture/DNA repair test.
PubMed:
High-pressure liquid chromatographic determination of methscopolamine nitrate, phenylpropanolamine hydrochloride, pyrilamine maleate, and pheniramine maleate in tablets.
PubMed:
Pulmonary polyamine permeability factor.
PubMed:
An agent that releases basophil and mast cell histamine but blocks cyclooxygenase and lipoxygenase metabolism of arachidonic acid inhibits immunoglobulin E-mediated asthma in rhesus monkeys.
PubMed:
Simultaneous GLC analysis of salicylamide, phenylpropanolamine hydrochloride, caffeine, chlorpheniramine maleate, phenylephrine hydrochloride, and pyrilamine maleate in capsule preparations.
PubMed:
The induction of unscheduled DNA synthesis by antihistamines in primary hepatocyte cultures.
PubMed:
Negligible potency of acetylcholine in increasing vascular permeability.
PubMed:
Acute systemic anaphylaxis in adult domestic fowl: evidence for the protective role of H2-histaminergic and beta 2-adrenergic receptors.
PubMed:
Potentiation by D-penicillamine and other sulfhydryl agents of the vascular response to histamine in the anaesthetized dog.
PubMed:
Cutaneous vascular histamine H1 and H2 receptors in the guinea-pig: the histamine skin wheal as a cutaneous vascular model.
PubMed:
Toxic encephalopathy related to antihistamine-barbiturate antiemetic medication.
PubMed:
Quantitative determinations of codeine phosphate, guaifenesin, pheniramine maleate, phenylpropanolamine hydrochloride, and pyrilamine maleate in an expectorant by high-pressure liquid chromatography.
PubMed:
Quantitative determination of four antihistamines in combination by high-pressure liquid chromatography.
PubMed:
Metabolic studies of guinea pig basophilic leukocytes in short-term tissue culture. I. Measurement of histaminesynthesizing capacity by using an isotopic-thin layer chromatographic assay.
PubMed:
Comparison of stability-indicating assay methods: ultraviolet, high pressure liquid chromatography and acid dye.
PubMed:
Aggregation of antihistamines in aqueous solution: effect of counterions on self-association of pyridine derivatives.
PubMed:
Comparison of the ocular effects of circulating endotoxin and immune complexes: role of vasoactive amines.
PubMed:
A clinical comparison of rectal pyrilamine maleate and trimethobenzamide hydrochloride for the control of vomiting in children.
PubMed:
Spectrophotometric determination of acetaminophen, phenylephrine hydrochloride, codeine phosphate, and pyrilamine maleate in tablets or powder.
PubMed:
[The combination of phenylpropanolamine hydrochloride, pyrilamine maleate, pheniramine maleate in the therapy of some inflammatory and reactive processes of the main airways: electrophotoplethysmographic and clinical study].
PubMed:
Suppressive effects of pyrilamine maleate and d-lysergic acid diethylamide (LSD-25) on early corneal lesions produced in vitro by Newcastle disease virus (NDV) and compound 48/80.
PubMed:
Evaluation of a combination of pheniraminemaleate, pyrilamine maleate, and propanolamine hydrochloride (triaminic) as a diuretic agent.
PubMed:
Pyrilamine maleate in the treatment of pruritic dermatoses.