|
| ID |
DDInter1890 |
| Drug Type |
small molecule |
| Molecular Formula |
C37H41N2O6 |
| Molecular Weight |
609.743
|
| Description |
Tubocurarine is a non-depolarizing neuromuscular blocking agent and the first identified curare alkaloid.[A216008] Curare is one of the names used to describe plant-derived poisons used by indigenous South Americans to coat the tips of hunting arrows and darts, which were typically derived from plants of the genera _Chondrodendron_ and _Strychnos_.[A216008] Tubocurarine is a benzylisoquinoline derivative and shares this structural backbone with a number of plant-derived alkaloids, including [morphine] and [papaverine].[A216028] It was first isolated by Harold King in 1935 and was used clinically to induce neuromuscular blockade during surgeries, particularly those involving the abdomen.[A216038] Tubocurarine's clinical use was limited by its relatively long duration of action (30-60 minutes)[A216038] and a number of significant side effects.[A216048] Safer and more pharmacokinetically favorable non-depolarizing neuromuscular blockers, such as [rocuronium], have largely replaced the use of tubocurarine in the clinical setting.[A216048]
|
| ATC Classification |
M03AA02
|
| IUPAC Name |
(1S,16R)-9,21-Dihydroxy-10,25-Dimethoxy-15,15,30-Trimethyl-7,23-Dioxa-15,30-Diazaheptacyclo[22.6.2.2³,⁶.1⁸,¹².1¹⁸,²².0²⁷,³¹.0¹⁶, |
| InChI |
Inchi=1S/C37H40N2O6/C1-38-14-12-24-19-32(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)41)13-15-39(2,3)29(35)17-23-8-11-30(40)31(18-23)45-33/H6-11,18-21,28-29H,12-17H2,1-5H3,(H-,40,41)/P+1/T28-,29+/M0/S1 |
| InChI Key |
JFJZZMVDLULRGK-URLMMPGGSA-O |
| Canonical SMILES |
[H][C@@]12CC3=CC=C(OC4=C5C(CC[N+](C)(C)[C@]5([H])CC5=CC(OC6=C(OC)C=C(CCN1C)C2=C6)=C(O)C=C5)=CC(OC)=C4O)C=C3 |
| Useful Links |
DrugBank
ChEMBL
PubChem
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