Content deleted Content added
Updating {{drugbox}} (changes to verified fields - updated '') per Chem/Drugbox validation (report errors or bugs) |
Capitalised brand names, as is common (after seeing a bottle of Moderil on eBay). Also italicised them (makes them look a little bit better than simply bold). |
||
(47 intermediate revisions by 26 users not shown) | |||
Line 1: | Line 1: | ||
{{short description|Chemical compound}} |
|||
{{drugbox |
|||
{{Drugbox |
|||
| Verifiedfields = changed |
|||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
| image = Rescinnamine.svg |
| image = Rescinnamine.svg |
||
| image2 = [[File:Rescinnamine.png|frameless|rescinnamine 3D BS]] |
|||
⚫ | |||
| width = 300 |
|||
<!--Clinical data--> |
|||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
<!--Pharmacokinetic data--> |
|||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
<!--Identifiers--> |
|||
| IUPHAR_ligand = 7098 |
|||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
|||
⚫ | |||
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
||
| ChemSpiderID = 4444446 |
| ChemSpiderID = 4444446 |
||
⚫ | |||
| InChI = 1/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 |
|||
⚫ | |||
| InChIKey = SZLZWPPUNLXJEA-QEGASFHIBN |
|||
⚫ | |||
| smiles = O=C(OC)[C@H]6[C@H]4C[C@@H]3c2nc1cc(OC)ccc1c2CCN3C[C@H]4C[C@@H](OC(=O)\C=C\c5cc(OC)c(OC)c(OC)c5)[C@@H]6OC |
|||
⚫ | |||
| ChEBI_Ref = {{ebicite|correct|EBI}} |
|||
| ChEBI = 28572 |
|||
| ChEMBL_Ref = {{ebicite|correct|EBI}} |
| ChEMBL_Ref = {{ebicite|correct|EBI}} |
||
| ChEMBL = 1668 |
| ChEMBL = 1668 |
||
<!--Chemical data--> |
|||
⚫ | |||
| smiles = [H][C@]26C[C@@H](OC(=O)/C=C/c1cc(OC)c(OC)c(OC)c1)[C@H](OC)[C@@H](C(=O)OC)[C@@]2([H])C[C@]5([H])c4[nH]c3cc(OC)ccc3c4CCN5C6 |
|||
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
||
| StdInChI = 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 |
| StdInChI = 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 |
||
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
||
| StdInChIKey = SZLZWPPUNLXJEA-QEGASFHISA-N |
| StdInChIKey = SZLZWPPUNLXJEA-QEGASFHISA-N |
||
⚫ | |||
| InChI1 = 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 |
|||
| InChIKey1 = SZLZWPPUNLXJEA-QEGASFHISA-N |
|||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
| molecular_weight = 634.716 g/mol |
|||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
⚫ | |||
}} |
}} |
||
⚫ | |||
⚫ | |||
⚫ | It is |
||
⚫ | It is a [[vinca alkaloid]] obtained from ''[[Rauvolfia serpentina]]''<ref name="pmid13699407">{{cite journal |vauthors=FIFE R, MACLAURIN JC, WRIGHT JH |title=Rescinnamine in treatment of hypertension in hospital clinic and in general practice |journal=British Medical Journal |volume=2 |issue=5216 |pages=1848–50 |date=December 1960 |pmid=13699407 |pmc=2098607 |doi= 10.1136/bmj.2.5216.1848}}</ref> and other [[species]] of ''[[Rauvolfia]]''.<ref>{{cite journal |journal = Planta Med. |year = 1982 |volume = 44 |issue = 2 |pages = 91–3 |title = Alkaloids of Vinca major cv. Variegata. |vauthors = Balsevich J, Constabel F, Kurz WG |pmid = 17402086 |doi=10.1055/s-2007-971409}}</ref> |
||
==Brand names== |
|||
⚫ | |||
==References== |
== References == |
||
{{reflist}} |
{{reflist}} |
||
{{ACE inhibitors}} |
|||
{{Antihypertensives and diuretics}} |
|||
{{Angiotensin receptor modulators}} |
|||
[[Category:Indoloquinolizines]] |
|||
[[Category:Tryptamine alkaloids]] |
|||
[[Category:Isoquinoline alkaloids]] |
|||
[[Category:ACE inhibitors]] |
[[Category:ACE inhibitors]] |
||
[[Category:Antihypertensive agents]] |
[[Category:Antihypertensive agents]] |
||
[[Category: |
[[Category:Alkaloids found in Rauvolfia]] |
||
[[Category: |
[[Category:Pyrogallol ethers]] |
||
[[Category:Cinnamate esters]] |
|||
[[Category:Indole ethers at the benzene ring]] |
|||
[[Category:Heterocyclic compounds with 5 rings]] |
|||
[[Category:Methoxy compounds]] |
|||
[[Category:Methyl esters]] |
|||
{{Antihypertensive-stub}} |
{{Antihypertensive-stub}} |
||
[[de:Rescinnamin]] |
Revision as of 21:18, 30 July 2023
Clinical data | |
---|---|
Trade names | Moderil, Cinnasil, Anaprel |
Other names | methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate |
Routes of administration | By mouth |
ATC code | |
Legal status | |
Legal status |
|
Identifiers | |
| |
CAS Number | |
PubChem CID | |
IUPHAR/BPS | |
DrugBank | |
ChemSpider | |
UNII | |
KEGG | |
ChEBI | |
ChEMBL | |
CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.042.232 |
Chemical and physical data | |
Formula | C35H42N2O9 |
Molar mass | 634.726 g·mol−1 |
3D model (JSmol) | |
| |
| |
(verify) |
Rescinnamine, known by the brand names Moderil, Cinnasil, and Anaprel, is an angiotensin-converting enzyme inhibitor used as an antihypertensive drug.
It is a vinca alkaloid obtained from Rauvolfia serpentina[1] and other species of Rauvolfia.[2]
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.
- ^ Balsevich J, Constabel F, Kurz WG (1982). "Alkaloids of Vinca major cv. Variegata". Planta Med. 44 (2): 91–3. doi:10.1055/s-2007-971409. PMID 17402086.