Deserpidine

Structural formula
General
Surname	Deserpidine
other names	(1 R , 15 S , 17 R , 18 R , 19 S , 20 S ) -18-Methoxy-17- (3,4,5-trimethoxybenzoyloxy) -3,13-diazapentacyclo [11.8.0.0 2,10 .0 4.9 .0 15.20 ] henicosa-2 (10), 4,6,8-tetraene-19-carboxylic acid methyl ester; 11-desmethoxyreserpine; Canescin; Raunormin;
Molecular formula	C 32 H 38 N 2 O 8
Brief description	colorless crystals
External identifiers / databases
EC number	205-004-8
ECHA InfoCard	100.004.551
PubChem	8550
ChemSpider	8232
DrugBank	DB01089
Wikidata	Q5263885
Drug information
ATC code	C02 AA05
properties
Molar mass	578.65 g mol −1
Melting point	228–232 ° C (α-form); 230–232 ° C (β-form); 138 ° C (γ-form);
pK s value	6.68
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS hazard labeling ; no classification available
Toxicological data	500 mg kg −1 ( LD 50 , mouse , oral ) ; 15 mg kg −1 ( LD 50 , rat , iv ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Deserpidin is a natural product from the group of alkaloids , more precisely the Rauwolfia alkaloids . It is structurally very similar to reserpine ; it differs only in the absence of a –OCH ₃ group on the indole partial structure.

Occurrence and extraction

Indian snake root ( Rauwolfia serpentina )

Deserpidin is found in plants of the genus Rauvolfia and was first extracted from the Indian snake root in the early 20th century .

Deserpidine is synthetically accessible from reserpine.

Properties and use

The antihypertensive properties of deserpidine have been proven in numerous studies. A neuroleptic effect could also be demonstrated.

Individual evidence

↑ ^a ^b ^c ^d Entry on deserpidine. In: Römpp Online . Georg Thieme Verlag, accessed on June 6, 2017.
↑ ^a ^b ^c ^d S. Gangolli: The Dictionary of Substances and Their Effects: EJ. Royal Society of Chemistry, 1999, ISBN 978-0-854-04823-6 , p. 89 ( limited preview in Google book search).
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ SC Fulton, MD Healy: Comparison of the effectiveness of deserpidine, reserpine, and alpha-methyltyrosine on brain biogenic amines. In: Fed Proc. (1976), Volume 35, Issue 14, pp. 2558-2562. PMID 11134 .
↑ G. Varchi, A. Battaglia, C. Samori, E. Baldelli, B. Danieli, G. Fontana, A. Guerrini, E. Bombardelli: Synthesis of deserpidine from reserpine. In: Journal of natural products. Volume 68, Number 11, November 2005, pp. 1629-1631, doi : 10.1021 / np050179x , PMID 16309312 .
↑ PY Hatt: [Clinical trials of an antihypertensive drug, a combination of methylclothiazide and deserpidine]. In: Clinique. Volume 60, Number 613, November 1965, pp. 749-754, PMID 5859341 .
↑ HW Kimmerling: Methyclothiazide and deserpidine in the treatment of the elderly hypertensive. In: Current therapeutic research, clinical and experimental. Volume 9, Number 2, February 1967, pp. 75-78, PMID 4962534 .

[Römpp-1] Entry on deserpidine. In: Römpp Online . Georg Thieme Verlag, accessed on June 6, 2017.

[Gangolli-2] S. Gangolli: The Dictionary of Substances and Their Effects: EJ. Royal Society of Chemistry, 1999, ISBN 978-0-854-04823-6 , p. 89 ( limited preview in Google book search).

[NV-3] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[4] SC Fulton, MD Healy: Comparison of the effectiveness of deserpidine, reserpine, and alpha-methyltyrosine on brain biogenic amines. In: Fed Proc. (1976), Volume 35, Issue 14, pp. 2558-2562. PMID 11134 .

[5] G. Varchi, A. Battaglia, C. Samori, E. Baldelli, B. Danieli, G. Fontana, A. Guerrini, E. Bombardelli: Synthesis of deserpidine from reserpine. In: Journal of natural products. Volume 68, Number 11, November 2005, pp. 1629-1631, doi : 10.1021 / np050179x , PMID 16309312 .

[6] PY Hatt: [Clinical trials of an antihypertensive drug, a combination of methylclothiazide and deserpidine]. In: Clinique. Volume 60, Number 613, November 1965, pp. 749-754, PMID 5859341 .

[7] HW Kimmerling: Methyclothiazide and deserpidine in the treatment of the elderly hypertensive. In: Current therapeutic research, clinical and experimental. Volume 9, Number 2, February 1967, pp. 75-78, PMID 4962534 .