レカネシン
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2019/06/01 20:30:10」(JST)
[Wiki en表示]
Deserpidine
|
Names
|
IUPAC name
methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyloxy)-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate
|
Identifiers
|
CAS Number
|
|
3D model (JSmol)
|
|
ChEBI
|
|
ChEMBL
|
|
ChemSpider
|
|
DrugBank
|
|
ECHA InfoCard
|
100.004.551
|
IUPHAR/BPS
|
|
KEGG
|
|
|
|
UNII
|
|
|
|
InChI
InChI=1S/C32H38N2O8/c1-37-24-12-17(13-25(38-2)29(24)39-3)31(35)42-26-14-18-16-34-11-10-20-19-8-6-7-9-22(19)33-28(20)23(34)15-21(18)27(30(26)40-4)32(36)41-5/h6-9,12-13,18,21,23,26-27,30,33H,10-11,14-16H2,1-5H3/t18-,21+,23-,26-,27+,30+/m1/s1 Y Key: CVBMAZKKCSYWQR-WCGOZPBSSA-N Y InChI=1/C32H38N2O8/c1-37-24-12-17(13-25(38-2)29(24)39-3)31(35)42-26-14-18-16-34-11-10-20-19-8-6-7-9-22(19)33-28(20)23(34)15-21(18)27(30(26)40-4)32(36)41-5/h6-9,12-13,18,21,23,26-27,30,33H,10-11,14-16H2,1-5H3/t18-,21+,23-,26-,27+,30+/m1/s1 Key: CVBMAZKKCSYWQR-WCGOZPBSBL
|
SMILES
O=C(OC)[C@H]6[C@H]4C[C@@H]3c2[nH]c1ccccc1c2CCN3C[C@H]4C[C@@H](OC(=O)c5cc(OC)c(OC)c(OC)c5)[C@@H]6OC
|
Properties
|
Chemical formula
|
C32H38N2O8
|
Molar mass
|
578.662 g·mol−1
|
Pharmacology
|
ATC code
|
C02AA05 (WHO)
|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
N verify (what is YN ?)
|
Infobox references
|
|
|
Deserpidine (INN) is an antihypertensive drug related to reserpine[1] which occurs naturally in Rauvolfia spp.
References
- ^ Fulton, S. C.; Healy, M. D. (1976). "Comparison of the effectiveness of deserpidine, reserpine, and alpha-methyltyrosine on brain biogenic amines". Federation Proceedings. 35 (14): 2558–2562. PMID 11134.
Sympatholytic (and closely related) antihypertensives (C02) |
---|
Sympatholytics (antagonize α-adrenergic vasoconstriction) | Central | α2 agonist |
- Clonidine
- Guanabenz
- Guanfacine
- Methyldopa#
- Tiamenidine‡
|
---|
Adrenergic release inhibitors |
- Bethanidine
- Bretylium
- Debrisoquine
- Guanadrel
- Guanazodine
- Guanethidine
- Guanoclor
- Guanoxabenz
- Guanoxan
|
---|
Imidazoline receptor agonist |
- Moxonidine
- Rilmenidine
- Tolonidine
|
---|
Ganglion-blocking/nicotinic antagonist |
- Hexamethonium‡
- Mecamylamine
- Pentolinium
- Trimethaphan
|
---|
|
---|
Peripheral | Indirect | MAOI | |
---|
Adrenergic uptake inhibitor |
- Bietaserpine
- Deserpidine
- Methoserpidine
- Rescinnamine
- Reserpine
- Syrosingopine
|
---|
Tyrosine hydroxylase inhibitor | |
---|
|
---|
Direct | α1 blockers |
- Prazosin
- Indoramin
- Trimazosin
- Doxazosin
- Urapidil
|
---|
Non-selective α blocker | |
---|
|
---|
|
---|
|
---|
Other antagonists | Serotonin antagonist | |
---|
Endothelin antagonist (for PH) |
- dual (Bosentan, Macitentan)
- selective (Ambrisentan, Sitaxentan)
|
---|
|
---|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
|
Monoamine reuptake inhibitors |
---|
DAT (DRIs) | |
---|
NET (NRIs) |
- Selective norepinephrine reuptake inhibitors: Amedalin
- Alseroxylon
- Ciclazindol
- Daledalin
- Edivoxetine
- Esreboxetine
- Lortalamine
- Mazindol
- Nisoxetine
- Reboxetine
- Talopram
- Talsupram
- Tandamine
- Teniloxazine
- Viloxazine
|
- Norepinephrine–dopamine reuptake inhibitors: Amineptine
- Bupropion
- Fencamine
- Fencamfamin
- Hydroxybupropion
- Lefetamine
- Levophacetoperane
- LR-5182
- Manifaxine
- Methylphenidate
- Nomifensine
- O-2172
- Radafaxine
- Solriamfetol
|
- Serotonin–norepinephrine reuptake inhibitors: Atomoxetine (tomoxetine)
- BTS-54505
- CP-39,332
- Desvenlafaxine
- Duloxetine
- Eclanamine
- Levomilnacipran
- McN-5652
- Milnacipran
- N-Methyl-PPPA
- Nafenodone
- PPPA
- Tofenacin
- Venlafaxine
- WY-45233
|
- Serotonin–norepinephrine–dopamine reuptake inhibitors: 3,3-Diphenylcyclobutanamine
- Amifitadine
- Ansofaxine
- Bicifadine
- Brasofensine
- Centanafadine
- Cocaine
- Dasotraline
- Desmethylsertraline
- Desmethylsibutramine
- Diclofensine
- Didesmethylsibutramine
- DOV-102677
- DOV-216303
- EXP-561
- Fezolamine
- HDMP-28
- Indatraline
- JNJ-7925476
- JZ-IV-10
- Liafensine
- Mazindol
- Naphyrone
- Nefazodone
- Nefopam
- NS-2359
- Perafensine
- PRC200
- Pridefine
- SEP-228431
- SEP-228432
- Sibutramine
- Tedatioxetine
- Tesofensine
- Tropanes (e.g., cocaine)
|
- Tricyclic antidepressants: Amitriptyline
- Butriptyline
- Cianopramine
- Clomipramine
- Desipramine
- Dosulepin (dothiepin)
- Doxepin
- Imipramine
- Lofepramine
- Melitracen
- Nortriptyline
- Protriptyline
- Trimipramine
|
- Tetracyclic antidepressants: Amoxapine
- Maprotiline
- Mianserin
- Oxaprotiline
- Setiptiline
|
- Others: Antihistamines (e.g., brompheniramine, chlorphenamine, pheniramine, tripelennamine)
- Antipsychotics (e.g., loxapine, ziprasidone)
- Arylcyclohexylamines (e.g., ketamine, phencyclidine)
- Dopexamine
- Ephenidine
- Ginkgo biloba
- Indeloxazine
- Nefazodone
- Opioids (e.g., desmetramadol, methadone, pethidine (meperidine), tapentadol, tramadol, levorphanol)
|
|
---|
SERT (SRIs) |
- Selective serotonin reuptake inhibitors: Alaproclate
- Centpropazine
- Cericlamine
- Citalopram
- Dapoxetine
- Desmethylcitalopram
- Didesmethylcitalopram
- Escitalopram
- Femoxetine
- Fluoxetine
- Fluvoxamine
- Indalpine
- Ifoxetine
- Norfluoxetine
- Omiloxetine
- Panuramine
- Paroxetine
- PIM-35
- Pirandamine
- RTI-353
- Seproxetine
- Sertraline
- Zimelidine
- Selective serotonin reuptake inhibitors and serotonin receptor modulators: Etoperidone
- Litoxetine
- Lubazodone
- LY-393558
- SB-649915
- TGBA01AD
- Trazodone
- Vilazodone
- Vortioxetine
|
- Serotonin–norepinephrine reuptake inhibitors: Atomoxetine (tomoxetine)
- Bicifadine
- BTS-54505
- CP-39332
- Desvenlafaxine
- Duloxetine
- Eclanamine
- Levomilnacipran
- McN-5652
- Milnacipran
- N-Methyl-PPPA
- PPPA
- Tofenacin
- Venlafaxine
- WY-45233
|
- Serotonin–norepinephrine–dopamine reuptake inhibitors: 3,3-Diphenylcyclobutanamine
- Amifitadine
- Ansofaxine
- Bicifadine
- Brasofensine
- Centanafadine
- Cocaine
- Dasotraline
- Desmethylsertraline
- Desmethylsibutramine
- Diclofensine
- Didesmethylsibutramine
- DOV-102677
- DOV-216303
- EXP-561
- Fezolamine
- HDMP-28
- Indatraline
- JNJ-7925476
- JZ-IV-10
- Liafensine
- Mazindol
- Naphyrone
- Nefazodone
- Nefopam
- NS-2359
- Perafensine
- PRC200
- Pridefine
- SEP-228431
- SEP-228432
- Sibutramine
- Tedatioxetine
- Tesofensine
- Tropanes (e.g., cocaine)
|
- Tricyclic antidepressants: Amitriptyline
- Cianopramine
- Clomipramine
- Cyanodothiepin
- Desipramine
- Dosulepin (dothiepin)
- Doxepin
- Imipramine
- Lofepramine
- Nortriptyline
- Pipofezine
- Protriptyline
|
- Others: A-80426
- Amoxapine
- Antihistamines (e.g., brompheniramine, chlorphenamine, dimenhydrinate, diphenhydramine, mepyramine (pyrilamine), pheniramine, tripelennamine)
- Antipsychotics (e.g., loxapine, ziprasidone)
- Arylcyclohexylamines (e.g., 3-MeO-PCP, esketamine, ketamine, methoxetamine, phencyclidine)
- Cyclobenzaprine
- Delucemine
- Dextromethorphan
- Dextrorphan
- Efavirenz
- Medifoxamine
- Mesembrine
- Mifepristone
- MIN-117 (WF-516)
- N-Me-5-HT
- Opioids (e.g., dextropropoxyphene, methadone, pethidine (meperidine), levorphanol, tapentadol, tramadol)
- Roxindole
|
|
---|
VMATs |
- Amiodarone
- Amphetamines (e.g., amphetamine, methamphetamine, MDMA)
- APP
- AZIK
- Bietaserpine
- Deserpidine
- Deutetrabenazine
- Dihydrotetrabenazine
- Efavirenz
- GBR-12935
- GZ-793A
- Ibogaine
- Ketanserin
- Lobeline
- Methoxytetrabenazine
- Reserpine
- Rose bengal
- Tetrabenazine
- Valbenazine
- Vanoxerine (GBR-12909)
|
---|
Others |
- DAT modulators: Agonist-like: SoRI-9804
- SoRI-20040; Antagonist-like: SoRI-20041
|
---|
See also: Receptor/signaling modulators • Monoamine releasing agents • Adrenergics • Dopaminergics • Serotonergics • Monoamine metabolism modulators • Monoamine neurotoxins |
English Journal
- Treatment of arterial hypertension with recanescine: a new alkaloid isolated from Rauwolfia.
- PEPIN JM, THERIEN B, VITYE B, LEMIEUX G, GENEST J.
- Canadian Medical Association journal. 1957 Mar;76(6)486-8.
- PMID 13413770
- Pharmacological properties of canescine (recanescine), a new alkaloid isolated from Rauwolfia canescens Linn.
- CRONHEIM G, ORCUTT JA, TOEKES IM.
- Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.). 1955 May;89(1)21-3.
- PMID 14384864
- Pharmacological properties of recanescine, a new sedative alkaloid from Rauwolfia canescens Linn.
- SLATER IH, RATHBUN RC, HENDERSON FG, NEUSS N.
- Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.). 1955 Feb;88(2)293-5.
- PMID 14357418
Related Links
- Rauwolfia serpentina is a safe and effective treatment for hypertension. The plant was used by many physicians throughout India in the 1940s and then was used throughout the world in the 1950s, including in the United ...
- Full text Full text is available as a scanned copy of the original print version. Get a printable copy (PDF file) of the complete article (556K), or click on a page image below to browse page by page. Links to PubMed are also available for Selected References
- Download Citation on ResearchGate | Rauwolfia Serpentina Alkaloids. I. Structure of Reserpine | Hydrolysis of reserpine, a sedative principle of Rauwolfia Serpentina Benth., yielded 3,4,5-trimethoxybenzoic acid and reserpic acid.
★リンクテーブル★
[★]
- 英
- deserpidine
- 同
- レカネシン recanescine