syrosingopine

benzoic acid, 4-hydroxy-3,5-dimethoxy-, ethyl carbonate, ester with methyl reserpate

CAS: 84-36-6 C35 H42 N2 O11 MW: 666.72494000

Identification

Namesyrosingopine
IUPACmethyl
CAS Number84-36-6
EINECS201-527-0
FDA UNIIPPG46JF0EG
Molecular FormulaC35 H42 N2 O11
Molecular Weight666.72494000
MDL NumberMFCD00017411
Nikkaji NumberJ3.879B

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 177.00 °C. @ 760.00 mm Hg
Boiling Point 795.00 °C. @ 760.00 mm Hg (est)
Flash Point 814.00 °F. TCC ( 434.60 °C. ) (est)
logP (o/w) 3.510 (est)
Soluble in water, 0.2656 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 101 mg/kg
Dermal Toxicitysubcutaneous-mouse LD50 281 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for syrosingopine usage levels up tonot for fragrance use.
Recommendation for syrosingopine flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

benzoic acid, 4-hydroxy-3,5-dimethoxy-, ethyl carbonate, ester with methyl reserpate carbethoxysyringoyl methylreserpate 18-O-(3,5- dimethoxy-4-ethoxycarbonyloxybenzoyl)eserpsaeuremethylester elufinesin etropres ipores londomin menatensina methyl 18-O-(4-ethoxycarbonyloxy-3,5-dimethoxybenzyoyl)reserpat methyl 18beta-hydroxy-11,17alpha-dimethoxy-3beta,20alpha-yohimban-16beta-carboxylate 4-hydroxy methyl reserpate ester of syringic acid ethyl carbonate methyl reserpate, 4-ethoxycarbonyl-3,5-dimethoxybenzoic acid ester neoreserpan nichiserpine-S novoserpina reserpic acid, methyl ester, ester with 4-hydroxy-3,5-dimethoxybenzoic acid ethyl carbonate revelox-wirkstoff seringina serpagon singoserp siringal siringina siringone siriserpin siroshuten sirosingopina syringic acid ethyl carbonate ester with methyl reserpate syringopine syrosingopin syrosingopinum iso tense vegaserpina yohimban-16-carboxylic acid, 18-((4-((ethoxycabonyl)oxy)-3,5-dimethoxybenzoyl)oxy)-11,17-dimethoxy-, methyl ester, (3beta,16beta,17alpha,18beta,20alpha)- 3beta,20alpha- yohimban-16beta-carboxylic acid, 18beta-hydroxy-11,17alpha-dimethoxy-, methyl ester, 4-hydroxy-3,5-dimethoxybenzoate (ester) ethyl carbonate (ester) (8CI) zentos PubMed: Adrenergic and nonadrenergic cotransmitters inhibit insulin secretion during sympathetic stimulation in dogs. PubMed: Measurement and cardiovascular relevance of partial agonist activity (PAA) involving beta 1- and beta 2-adrenoceptors. PubMed: Reversal of resistance to vincristine in P388 leukemia by various polycyclic clinical drugs, with a special emphasis on quinacrine. PubMed: Role of the sympathetic nervous system in blood pressure maintenance and in the antihypertensive effects of calcium antagonists in spontaneously hypertensive rats. PubMed: Effects of amnesic doses of reserpine or syrosingopine on mouse brain acetylcholine levels. PubMed: Enhancement of phenol-induced tremor caused by central monoamine depletion. PubMed: Fluorescence histochemical studies of the effects of rauwolfia alkaloid derivatives on adrenergic vasomotor nerves. PubMed: Facilitation of calcium blocking and membrane effects by intrinsic sympathomimetic activity. PubMed: The effect of reserpine, syrosingopine, and guanethidine on the retention of discriminated escape reversal: peripherally administered catecholamines cannot reverse the reserpine amnesia in this situation. PubMed: Rat endometrial bioelectric activity in vivo and in vitro: effects of adrenaline. PubMed: Effect of an amnesic dose of reserpine, syrosingopine or guanethidine on the levels of whole brain dopamine and norepinephrine in the mouse. PubMed: Effects of mianserin, desipramine and maprotiline on blood pressure responses evoked by acetylcholine, histamine and 5-hydroxytryptamine in rats. PubMed: Modification of the vasomotor actions of methysergide in the femoral arterial bed of the anaesthetized dog by changes in sympathetic nerve activity. PubMed: An analysis of the mechanism of 5-hydroxytryptamine-induced vasopressor responses in ganglion-blocked anaesthetized dogs. PubMed: Prolactin secretion during reserpine and syrosingopine treatment. PubMed: Stimulation of peripheral dopamine receptors in rats: a mechanism for novel antihypertensive agents. PubMed: Antibody specificity studies for reserpine, its metabolites, and synthetic reserpine congeners: radioimmunoassay. PubMed: Comparison of the long-term cumulative effects of reserpine and syrosingopine on general activity. PubMed: Memory storage impairment or retrieval failure: pharmacologically distinguishable processes. PubMed: Peripheral catecholamines and memory: characteristics of syrosingopine-induced amnesia. PubMed: Serotonergic function in mouse head twitches induced by lithium and reserpine. PubMed: A study of the relationship between cardiac beta-adrenoceptor blockade and intrinsic sympathomimetic activity in rats depleted of catecholamines. PubMed: The effects of alpha-adrenoceptor antagonists on contractile responses to 5-hydroxytryptamine in dog saphenous vein. PubMed: The selective action of beta-adrenoceptor blocking drugs and the nature of beta1 and beta2 adrenoceptors. PubMed: Analysis of the inotropic: chronotropic selectivity of dobutamine and dopamine in anaethetised dogs and guinea-pig isolated atria. PubMed: Selective depleting effect of syrosingopine on brain catecholamine levels with relation to morphine analgesia in the rat. PubMed: Role of catecholamines in the central mechanism of emetic response induced by peruvoside and ouabain in cats. PubMed: A non-adrenergic inhibitory nervous pathway in guinea-pig trachea. PubMed: [Effects of repeated administration of ephedrine and pre-treatment with syrosingopine on the sympathetic ganglia]. PubMed: [Central and other pharmacological actions of syrosingopine (O-carbethoxysyringoyl methylreserpate)]. PubMed: Pharmacology of AH 5158; a drug which blocks both - and -adrenoceptors. PubMed: Automated fluorometric analysis of reserpine and syrosingopine tablets, using a vanadium pentoxide reagent. PubMed: Preliminary evidence that syrosingopine produces a selective depletion of central stores of sympathomimetic amines. PubMed: Comparative chronotropic activity of beta-adrenoceptive antagonists. PubMed: The effect of reserpine on the pressor responses to angiotensin in the conscious cat. PubMed: [Fluctuation in the catecholamine level in the guinea pig tissues induced by syrosingopine]. PubMed: [Comparison of the sedative effects of reserpine, syrosingopine and bietaserpine on the behavior of mice]. PubMed: The effect of reserpine and syrosingopine upon pentobarbital depression. PubMed: Effect of syrosingopine on the acetylcholine content in albino rats. PubMed: The effect of syrosingopine on spontaneous EEG and EEG arousal induced by external stimuli in rabbits. PubMed: On the pharmacology of syrosingopine and reserpine. PubMed: [CLINICAL EVALUATION OF METHOXYPHENOSERPINE, A SYNTHETIC DERIVATIVE OF RESERPINE]. PubMed: [ROLE OF SEVERAL SEROTONIN AND CATECHOLAMINE LIBERATORS IN THE PHENOMENON OF PAIN IN THE RAT]. PubMed: THE ROLE OF ENDOGENOUS NOREPINEPHRINE IN THE TOXICITY OF D-AMPHETAMINE IN AGGREGATED MICE. PubMed: THE NEWER TRANQUILIZING DRUGS. PubMed: [METABOLISM OF SEROTONIN. VIII. INCREASE OF THE ELIMINATION OF 5-HYDROXY-INDOLACETIC ACID IN SUBJECTS WITH BRONCHIAL ASTHMA]. PubMed: [METABOLISM OF SEROTONIN. VII. ELIMINATION OF 5-HYDROXY-INDOLACETIC ACID IN SUBJECTS WITH CHRONIC COR PULMONALE AFTER ADMINISTRATION OF CARBETHYOXYSYRINGOYL METHYLRESERPATE]. PubMed: [METABOLISM OF SEROTONIN. II. DEPLETING EFFECT OF RESERPINE AND CARBETHOXYSYRINGOYL METHYLRESERPATE]. PubMed: [POTENTIATION OF THE METABOLIC AND HYPOTENSIVE ACTION OF CARBETHOXYSYRINGOYL METHYLRESERPATE BY PHENYLPROPYL-DIPHENYLPROPYLAMINE]. PubMed: THE INCREASE IN THE TOXICITY OF YOHIMBINE INDUCED BY IMIPRAMINE AND OTHER DRUGS IN MICE. PubMed: CONCENTRATION OF NOREPINEPHRINE, SEROTONIN, AND HISTAMINE, AND OF AMINE-METABOLIZING ENZYMES IN MAMMALIAN ADIPOSE TISSUE. PubMed: Comparison of syrosingopine and reserpine in the treatment of ambulatory hypertensive patients. PubMed: Selective potentiation of sympathomimetic amines by reserpine. syrosingopine and 2,6-xylylcholine ether bromide (TM-10) in the dog. PubMed: THE CHEMISTRY AND PHARMACOLOGY OF THE RAUWOLFIA ALKALOIDS. PubMed: Endocrine pharmacology of methyl reserpate derivatives. PubMed: Hypotensive and collateral effects of syrosingopine, compared with reserpine. PubMed: [Diverse effect of hydrochlorothiazide in relation to the hypotensive activity of reserpine, rescinnamine, syrosingopine, 1, 4-dihydrazino-phthlazine (alone or associated with reserpine), hexamethonium and guanethidine]. PubMed: Influence of syrosingopine on the cardiovascular response to acute hypoxemia and exercise. PubMed: Effect of reserpine and syrosingopine on the rate and contractility of the human heart. PubMed: Catecholamine levels of brain and heart in mice after iproniazid, syrosingopine and 10-methoxydeserpidine. PubMed: Comparative observations of reserpine and syrosingopine. PubMed: Hypertension and edema in the aged. Comparison of hydrochlorothiazide and a hydrochlorothiazide-syrosingopine combination. PubMed: Hydrochlorothiazide and syrosingopine in the control of hypertension. PubMed: [Comparative study of the action of reserpine and of one of its esters, syrosingopine, on the genital tract and endocrine glands of the rat]. PubMed: Potentiating the hypotensive effect of hydrochlorothiazide with syrosingopine. PubMed: Pharmacological consequences of the selective release of peripheral norepinephrine by syrosingopine (Su 3118). PubMed: Clinical evaluation of a new reserpine derivative, SU-3118 (syrosingopine). PubMed: The use of syrosingopine (SU-3118) and hydralazine in ambulatory hypertensive patients. PubMed: [Hypertensive action of syrosingopine after ephedrine]. PubMed: Syrosingopine: a new rauwolfia preparation. PubMed: NEW AND Nonofficial Drugs: syrosingopine. PubMed: Reduced sedative effect of a newly synthesized reserpine derivative (syrosingopine): clinical appraisal in primary hypertension. PubMed: Therapy of hypertension with orally given syrosingopine. PubMed: Mechanism of action of reserpine in producing gastric haemorrhage and erosion in the mouse. PubMed: Comparison of effect of reserpine and syrosingopine on gastric acid secretion.