Rescinnamine

Rescinnamine: Rescinnamine

Systematic (IUPAC) name

methyl (3β,16β,17α,18β,20α)-11,17-dimethoxy-18-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}yohimban-16-carboxylate

Clinical data

Pregnancy cat. ?

Legal status ℞ Prescription only

Routes oral

Identifiers

CAS number 24815-24-5^Y

ATC code C02AA01

PubChem CID 5280954

DrugBank APRD00112

ChemSpider 4444446^Y

UNII Q6W1F7DJ2D^N

KEGG D00198^Y

ChEBI CHEBI:28572^N

ChEMBL CHEMBL1668^Y

Synonyms methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate

Chemical data

Formula C₃₅H₄₂N₂O₉

Mol. mass 634.716 g/mol

SMILES eMolecules & PubChem

InChI

InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/b10-7+/t20-,24+,26-,29-,31+,34+/m1/s1^Y
Key:SZLZWPPUNLXJEA-QEGASFHISA-N^Y

N(what is this?) (verify)

Rescinnamine is an angiotensin-converting enzyme inhibitor used as an antihypertensive drug.

It is an alkaloid obtained from Rauwolfia serpentina^[1] and other species of Rauwolfia.

Brand names

Moderil, Cinnasil, Anaprel

References

^ FIFE R, MACLAURIN JC, WRIGHT JH (December 1960). "Rescinnamine in treatment of hypertension in hospital clinic and in general practice". British medical journal 2 (5216): 1848–50. doi:10.1136/bmj.2.5216.1848. PMC 2098607. PMID 13699407. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2098607.

v · d · eSympatholytic (and closely related) antihypertensives (C02)

Sympatholytics
(antagonize α-adrenergic
vasoconstriction)

Central

α₂ agonist

Clonidine • Guanfacine • Methyldopa #

Adrenergic release inhibitors

Bethanidine • Bretylium • Debrisoquine • Guanadrel • Guanazodine • Guanethidine • Guanoclor • Guanoxan • Guanazodine • Guanoxabenz • Guanoxan

Imidazoline receptor agonist

Moxonidine • Rilmenidine

Ganglion-blocking/nicotinic antagonist

Mecamylamine • Pentolinium • Trimethaphan

Peripheral

Indirect

MAOI

Pargyline

Adrenergic uptake inhibitor

Rescinnamine • Reserpine

Tyrosine hydroxylase inhibitor

Metirosine

Direct

α₁ blockers

Prazosin • Indoramin • Trimazosin • Doxazosin • Urapidil

Non-selective α blocker

Phentolamine

Other antagonists

Serotonin antagonist

Ketanserin

Endothelin antagonist (for PH)

dual (Bosentan) • selective (Ambrisentan, Sitaxentan)

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: VAS

anat(a:h/u/t/a/l,v:h/u/t/a/l)/phys/devp/cell/prot

noco/syva/cong/lyvd/tumr, sysi/epon, injr

proc, drug(C2s+n/3/4/5/7/8/9)

Categories:
ACE inhibitors
Antihypertensive agents
Phenol ethers
Cinnamates
Antihypertensive agent stubs

Rescinnamine

Systematic (IUPAC) name
methyl (3β,16β,17α,18β,20α)-11,17-dimethoxy-18-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}yohimban-16-carboxylate
Clinical data
Pregnancy cat.	?
Legal status	℞ Prescription only
Routes	oral
Identifiers
CAS number	24815-24-5^Y
ATC code	C02AA01
PubChem	CID 5280954
DrugBank	APRD00112
ChemSpider	4444446^Y
UNII	Q6W1F7DJ2D^N
KEGG	D00198^Y
ChEBI	CHEBI:28572^N
ChEMBL	CHEMBL1668^Y
Synonyms	methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate
Chemical data
Formula	C₃₅H₄₂N₂O₉
Mol. mass	634.716 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/b10-7+/t20-,24+,26-,29-,31+,34+/m1/s1^Y Key:SZLZWPPUNLXJEA-QEGASFHISA-N^Y
N(what is this?) (verify)

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rescinnamine — 3,4,5 Trimethoxycinnamic acid ester of methyl reserpate; a purified ester alkaloid of the alseroxylon fraction of species of Rauwolfia; chemically and pharmacologically related to reserpine, with similar uses. * * * res·cin·na·mine re sin ə .mēn … Medical dictionary
ATC code C02 — A section of the Anatomical Therapeutic Chemical Classification System.C Cardiovascular system =C02A Antiadrenergic agents, centrally acting= C02AA Rauwolfia alkaloids:C02AA01 Rescinnamine:C02AA02 Reserpine:C02AA03 Combinations of rauwolfia… … Wikipedia
Rescinnamin — Strukturformel Allgemeines Name Rescinnamin Andere Namen … Deutsch Wikipedia
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Rescinnamine

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