syrosingopine
benzoic acid, 4-hydroxy-3,5-dimethoxy-, ethyl carbonate, ester with methyl reserpate
 
Notes:
None found
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      Product(s):
      84-36-6 SYROSINGOPINE
       
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CAS Number: 84-36-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 201-527-0
FDA UNII: PPG46JF0EG
Nikkaji Web: J3.879B
MDL: MFCD00017411
XlogP3-AA: 4.60 (est)
Molecular Weight: 666.72494000
Formula: C35 H42 N2 O11
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
SYROSINGOPINE
Carbosynth
For experimental / research use only.
Syrosingopine
ExtraSynthese
For experimental / research use only.
Syrosingopine (HPLC) ≥90%
Sigma-Aldrich: Sigma
For experimental / research use only.
Syrosingopine ≥95% (HPLC)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50  101 mg/kg
Drugs in Japan Vol. 6, Pg. 365, 1982.

oral-mouse LD50  1293 mg/kg
Drugs in Japan Vol. 6, Pg. 365, 1982.

intraperitoneal-rat LD50  286 mg/kg
Drugs in Japan Vol. 6, Pg. 365, 1982.

intravenous-rat LD50  50 mg/kg
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 119, Pg. 245, 1959.

oral-rat LD50  > 2000 mg/kg
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 386, 1975.

Dermal Toxicity:
subcutaneous-mouse LD50 281 mg/kg
Drugs in Japan Vol. 6, Pg. 365, 1982.

subcutaneous-rat LD50 > 2000 mg/kg
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 386, 1975.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: pharmaceuticals / chemical synthisis
Recommendation for syrosingopine usage levels up to:
 not for fragrance use.
 
Recommendation for syrosingopine flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6769
National Institute of Allergy and Infectious Diseases: Data
 methyl
Chemidplus: 0000084366
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References:
 methyl
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 6769
Pubchem (sid): 134972167
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
KEGG (GenomeNet): D01659
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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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
isotense
 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
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Articles:
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.
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