Synonym
Curarine chloride;
IUPAC/Chemical Name
(11S,51S)-36,57-dihydroxy-16,56-dimethoxy-12,12,52,52-tetramethyl-11,12,13,14,51,52,53,54-octahydro-2,6-dioxa-1(7,1),5(1,8)-diisoquinolin-2-iuma-3(1,3),7(1,4)-dibenzenacyclooctaphane-12,52-diium chloride
InChi Key
WPOKRGNJTXAYOF-ARDORAJISA-N
InChi Code
InChI=1S/C38H42N2O6.2ClH/c1-39(2)15-13-25-20-33(43-5)34-22-28(25)29(39)17-23-7-10-27(11-8-23)45-38-36-26(21-35(44-6)37(38)42)14-16-40(3,4)30(36)18-24-9-12-31(41)32(19-24)46-34;;/h7-12,19-22,29-30H,13-18H2,1-6H3;2*1H/t29-,30-;;/m0../s1
SMILES Code
C[N+]1(C)[C@](CC2=CC=C3C=C2)([H])C4=CC(OC5=CC(C[C@@]6([H])C7=C(C=C(OC)C(O)=C7O3)CC[N+]6(C)C)=CC=C5O)=C(OC)C=C4CC1.[Cl-].[Cl-]
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
695.68
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Adizov SM, Ashurov J, Karimov Z, Yuldashev PKh, Tashkhodjaev B. (-)-Norfluoro-curarine ethanol monosolvate. Acta Crystallogr Sect E Struct Rep Online. 2013 Jun 15;69(Pt 7):o1100. doi: 10.1107/S1600536813015365. PMID: 24046661; PMCID: PMC3770376.
2: YOUNGER MA. Curare; curarine; intocostrin; d. tubocurarine. Surg Circ Lett U S Army Far East Command Med Sect. 1949 Oct;4(10):14-7. PMID: 15407782.
3: McKenzie AG. The Place of Erythroidines in the History of Neuromuscular Blockers. J Anesth Hist. 2019 Jan;5(1):22-24. doi: 10.1016/j.janh.2018.10.008. Epub 2018 Nov 6. PMID: 30922537.
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5: WEINBERG A, TALISMAN MR. The use of long-acting curarine in obstetrics; a preliminary report. Am J Obstet Gynecol. 1956 Apr;71(4):871-5. doi: 10.1016/0002-9378(56)90583-x. PMID: 13302323.
6: VAN MAANEN EF. The antagonism between acetylcholine and the curare alkaloids, d-tubocurarine, c-curarine-I, c-toxiferine-II and beta-erythroidine in the rectus abdominis of the frog. J Pharmacol Exp Ther. 1950 Jun;99(2):255-64. PMID: 15437298.
7: VON HOF C, SCHNEIDER HH. Uber die Wirkungsweise von Magnesium im Gegensatz zu Curarin und Nicotin [The effects of magnesium in contrast to the effects of curarine and nicotine]. Naunyn Schmiedebergs Arch Exp Pathol Pharmakol. 1952;214(2):176-84. Undetermined Language. PMID: 14953222.
8: CHEYMOL J, BOURILLET F, NASSIRY K. [Modification by some sulfonamides of the parlysing effects of d-tubo-curarine in vitro]. Therapie. 1962 Nov- Dec;17:1201-9. French. PMID: 14020722.
9: WASER PG. Autoradiographie von Endplatten mit Radiocurarin nach Denervierung, Prostigmin oder SKF 525 A [Radioautography of end-plates with radiocarbon- labeled curarine after denervation and administration of prostigmine and SKF-525A]. Helv Physiol Pharmacol Acta. 1958;16(3):171-82. German. PMID: 13610268.
10: SKOUBY AP. The influence of acetylcholine, curarine and related substance on the threshold for chemical pain stimuli. Acta Physiol Scand. 1953 Nov 17;29(4):340-52. doi: 10.1111/j.1748-1716.1953.tb01029.x. PMID: 13123992.
11: COLE L. Curarine and myanesin in tetanus. Postgrad Med J. 1951 Jan;27(303):16-7. doi: 10.1136/pgmj.27.303.16. PMID: 14807867; PMCID: PMC2530380.
12: WASER P, SCHMID H, SCHMID K. Resorption, Verteilung und Ausscheidung von Radio-Calebassen-Curarin bei Katzen [Absorption, distribution and elimination of radiocarbon-labeled calabash curarine in cats]. Arch Int Pharmacodyn Ther. 1954 Jan;96(3-4):386-405. Undetermined Language. PMID: 13159436.
13: FRUHMANN G, KLUN B, VALENTIN H, VENRATH H. Spirographic analysis of the curarine-effect on respiration; objective and subjective observations during curarine-apnoe. Acta Med Iugosl. 1954;8(1):1-14. PMID: 13147738.
14: ASQUITH E. Curarine chloride as an adjunct to general anaesthesia. Br J Anaesth. 1947 Jan;20(3):106-11. doi: 10.1093/bja/20.3.106. PMID: 20289396.
15: SCHNEIDER HH. Uber die Eliminationsgrösse von Curarin beim Warmblüter [Elimination of curarine by warm-blooded animals]. Naunyn Schmiedebergs Arch Exp Pathol Pharmakol. 1950;211(2):168-74. Undetermined Language. PMID: 14777527.
16: Gray TC, Halton J. Curarine with Balanced Anaesthesia. Br Med J. 1946 Aug 31;2(4469):293-5. doi: 10.1136/bmj.2.4469.293. PMID: 20786887; PMCID: PMC2054113.
17: SCHNEIDER HH, STOTTER G. Messung der Erregbarkeitsverhältnisse am motorischen und sensiblen Nerven bei verschiedener Curarin-Dosierung [Measurement of excitability of motor and sensory nerves after varying dosages of curarine]. Naunyn Schmiedebergs Arch Exp Pathol Pharmakol. 1950;211(2):153-67. Undetermined Language. PMID: 14777526.
18: WASER PG. ANTAGONISMUS VON CURARIN/ACETYLCHOLIN UND CURARIN/KALIUM IN DER ENDPLATTE [ANTAGONISM OF CURARINE/ACETYLCHOLINE AND CURARINE/POTASSIUM IN THE END PLATE]. Pathol Microbiol (Basel). 1964;27:499-507. German. PMID: 14178189.
19: Cowan SL, Ing HR. The curariform activities of strychnine metho-salts and curarine chloride. J Physiol. 1934 Nov 12;82(4):432-7. doi: 10.1113/jphysiol.1934.sp003195. PMID: 16994599; PMCID: PMC1394289.
20: Fritz H, Oehl R. Synthesis of the central octacyclic structure of the principal Calebash curare alkaloid, C-curarine-I. Angew Chem Int Ed Engl. 1966 Nov;5(11):957-8. doi: 10.1002/anie.196609572. PMID: 4959561.
