| Identification | Back Directory | [Name]
RESCINNAMINE | [CAS]
24815-24-5 | [Synonyms]
Rozex
Tuareg
Rescin
Apolon
Cartric
Anapral
ANAPREL
Resipal
Moderil
Raupyrol
Rescamin
Rescidan
Rescisan
Tenamine
Cinnasil
Cinamine
Cinatabs
Apoterin
REPIN(P)
NSC 15628
Cinnaloid
Rescinpal
Rescitens
Resealoid
Paresinan
Rescaloid
Raurescin
Raurescine
Reserpinin
Scinnamina
Apoterin S
RESERPININE
Reskinnamin
Reserpinene
Rescinnamin
Recinnamine
Recitensina
rscinnamine
Normorescina
RESCINNAMINE
RESCINNAMINE(RG)
Rescinnamine,98%
resepinine(c35alkaloid)
reserpinine[c35alkaloid]
Reserpinine (C35 alkaloid)
trimethoxycinnamoylmethylreserpate
methyltrimethoxycinnamoylreserpate
3,4,5-TRIMETHOXYCINNAMOYLRESERPATE
Methyl trimethoxycinnamoylreserpate
trimethoxycinnamoylreserpatedemethyl
Trimethoxycinnamoyl methyl reserpate
3,4,5-trimethylcinnamoylmethylreserpate
3,4,5-trimethoxycinnamoylmethylreserpate
3,4,5-Trimethylcinnamoyl methyl reserpate
3,4,5-Trimethoxycinnamoyl methyl reserpate
METHYL-3,4,5-TRIMETHOXYCINNAMOYL RESERPATE
methyl18-o-(3,4,5-trimethoxycinnamoylreserpate
methyl18-o-(3,4,5-trimethoxycinnamoyl)reserpate
3,4,5-Trimethoxycinnamic acid, methyl reserpate
Methyl 18-O-(3,4,5-trimethoxycinnamoyl)reserpate
3,4,5-trimethylcinnamicacid,esterwithmethylreserpate
methylester,3,4,5-trimethoxycinnamate(ester),(e)-oxy
Reserpic acid methyl ester 3,4,5-trimethoxycinnamate
O-(3,4,5-Trimethoxy-trans-cinnamoyl) methyl reserpate
METHYL RESERPATE-3,4,5-TRIMETHOXY CINNAMIC ACID ESTER
imethoxy-,methylester,3,4,5-trimethoxycinnamate(ester)
3beta,20alpha-yohimban-16beta-carboxylicacidmethylester
3,4,5-Trimethylcinnamic acid, ester with methyl reserpate
17alpha-dimethoxy-18beta-((1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyl)oxy)-1
3beta,20alpha-yohimban-16beta-carboxylicacid,18beta-hydroxy-11,17alpha-dimeth
yohimban-16-carboxylicacid,11,17-dimethoxy-18-((1-oxo-3-(3,4,5-trimethoxyphen
Methyl 18beta-hydroxy-11,17alpha-dimethoxy-3beta,20alpha-yohimban-16beta-carboxylate
Methyl 11,17-dimethoxy-18-([(2E)-3-(3,4,5-trimethoxyphenyl)-2-propenoyl]oxy)yohimban-16-carboxylate
(3β,20α)-11,17α-Dimethoxy-18β-[[1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyl]oxy]yohimban-16β-carboxylic acid methyl
(3β,20α)-11,17α-Dimethoxy-18β-[1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyloxy]yohimban-16β-carboxylic acid methyl ester
(3β,20α)-11,17α-Dimethoxy-18β-[[1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyl]oxy]yohimban-16β-carboxylic acid methyl ester
3b,20a-Yohimban-16b-carboxylic acid, 18b-hydroxy-11,17a-dimethoxy-, methyl ester, 3,4,5-trimethoxycinnamate (ester) (8CI)
3-beta,20-alpha-Yohimban-16-beta-carboxylic acid, 18-beta-hydroxy-11,17-alpha-dimethoxy-,methyl ester, 3,4,5-trimethoxycinnamate
3beta,20alpha-Yohimban-16beta-carboxylic acid, 18beta-hydroxy-11,17alpha-dimethoxy-, methyl ester, 3,4,5-trimethoxycinnamate (ester)
Yohimban-16-carboxylic acid, 11,17-dimethoxy-18-[[1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyl]oxy]-, methyl ester, (3b,16b,17a,18b,20a)-
Yohimban-16-carboxylic acid, 11,17-dimethoxy-18-[[(2E)-1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyl]oxy]-, methyl ester, (3b,16b,17a,18b,20a)- (9CI)
Yohimban-16-carboxylic acid, 11,17-dimethoxy-18-[[1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyl]oxy]-, methyl ester, (3beta,16beta,17alpha,18beta,20alpha)
Benz(g)indolo(2,3-a)quinolizine-1-carboxylic acid, 1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-3-hydroxy-2,11-dimethoxy-, methyl ester, 3,4,5-trimethoxycinnamate | [EINECS(EC#)]
246-471-8 | [Molecular Formula]
C35H42N2O9 | [MDL Number]
MFCD00005092 | [MOL File]
24815-24-5.mol | [Molecular Weight]
634.72 |
| Chemical Properties | Back Directory | [Appearance]
white to cream powder | [Melting point ]
238-239°C | [alpha ]
D24 -97° (c = 1 in chloroform) | [Boiling point ]
669.26°C (rough estimate) | [density ]
1.2161 (rough estimate) | [refractive index ]
1.5300 (estimate) | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
pKa 6.4 (Uncertain) | [color ]
Pale Beige to Pale Brown | [Stability:]
Stable, but darkens slowly in light. Incompatible with strong oxidizing agents. | [EPA Substance Registry System]
Rescinnamine (24815-24-5) |
| Hazard Information | Back Directory | [Chemical Properties]
white to cream powder | [General Description]
Odorless white to cream colored crystalline powder. | [Air & Water Reactions]
Insoluble in water. | [Reactivity Profile]
The neat material darkens slowly on exposure to light. In solution this occurs more rapidly. . | [Fire Hazard]
Flash point data for RESCINNAMINE are not available. RESCINNAMINE is probably combustible. | [Description]
This Rauwolfia alkaloid is found in the barks of R. serpentina and R. vomitora
and was originally given the name Reserpinine, this being altered to avoid
confusion with another alkaloid of the same name (q.v.). The base has [α]17D - 99.2° (c 1.3, CHCI3). From chemical degradation and spectroscopic analysis,
the structure has been established as the 3:4: 5-trimethoxycinnamoyl ester of
reserpic acid. | [Uses]
Rescinnamine occurs in the roots of a num ber of Rauwolfia species. Therapeutically, itis used as an antihypertensive agent. | [Definition]
ChEBI: Rescinnamine is a methyl ester, an organic heteropentacyclic compound and an indole alkaloid. It has a role as an antihypertensive agent. It derives from a hydride of a yohimban. | [Brand name]
Moderil (Pfizer). | [Health Hazard]
The pharmacological properties of rescinnamine are similar to those of reserpine, butthe side effects are low. It acts as a sedativeand hypotensive. A dose of 0.25 mg/day mayproduce the effect of sleepiness in humans.Excessive doses may produce depression,nightmare, nausea, diarrhea, and hypotension.
LD50 value, oral (rats): 1000 mg/kg
The carcinogenicity of rescinnamine inanimals or humans is unknown. | [Purification Methods]
Crystallise it from *benzene, MeOH or aqueous Me2CO. The hydrochloride has m 232o(dec) (from MeOH) and [] D -74o (MeOH). It is an antihypertensive. [Klohs et al. J Am Chem Soc 77 2241 1955, Beilstein 25 III/IV 1323.] | [References]
Haack e tal., Naturwiss., 41, 214 (1954)
Klohs, Draper, Keller.,J. Amer. Chem. Soc., 77,2241 (1955)
Kidd., Chem. & Ind., 1481 (1955)
Popelak, Lettenbauer., Arch. Pharm., 296,261 (1963) |
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