MedKoo Cat#: 462941 | Name: Benzoquinonium chloride

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Benzoquinonium chloride is an antagonist that has been shown to exhibit paralysis of neuromuscular transmission.

Chemical Structure

Benzoquinonium chloride
CAS#311-09-1

Theoretical Analysis

MedKoo Cat#: 462941

Name: Benzoquinonium chloride

CAS#: 311-09-1

Chemical Formula: C34H50Cl2N4O2

Exact Mass: 616.3311

Molecular Weight: 617.70

Elemental Analysis: C, 66.11; H, 8.16; Cl, 11.48; N, 9.07; O, 5.18

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Amilyt; Mytolon; Mytolon chloride; NSC 66373; NSC66373; NSC-66373;
IUPAC/Chemical Name
3,3'-((3,6-dioxocyclohexa-1,4-diene-1,4-diyl)bis(azanediyl))bis(N-benzyl-N,N-diethylpropan-1-aminium) chloride
InChi Key
WQRJZLXQCYZJEU-UHFFFAOYSA-N
InChi Code
InChI=1S/C34H48N4O2.2ClH/c1-5-37(6-2,27-29-17-11-9-12-18-29)23-15-21-35-31-25-34(40)32(26-33(31)39)36-22-16-24-38(7-3,8-4)28-30-19-13-10-14-20-30;;/h9-14,17-20,25-26H,5-8,15-16,21-24,27-28H2,1-4H3;2*1H
SMILES Code
CC[N+](CCCNC1=CC(C(NCCC[N+](CC)(Cc2ccccc2)CC)=CC1=O)=O)(Cc3ccccc3)CC.[Cl-].[Cl-]
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 617.70 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.

Recalculate based on batch purity %
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: Noël S, Strale PO, Dannhoffer L, Wilke M, DeJonge H, Rogier C, Mettey Y, Becq F. Stimulation of salivary secretion in vivo by CFTR potentiators in Cftr+/+ and Cftr-/- mice. J Cyst Fibros. 2008 Mar;7(2):128-33. doi: 10.1016/j.jcf.2007.06.005. Epub 2007 Sep 4. PMID: 17766192. 2: Bini G, Pugliese AM, Pepeu G, Chelazzi G. Neuronal control of the cardiac responses to osmotic stress in the gastropod limpet Patella caerulea. J Exp Zool A Comp Exp Biol. 2006 Jun 1;305(6):472-9. doi: 10.1002/jez.a.275. PMID: 16646089. 3: Walker RJ, Holden-Dye L, Franks CJ. Physiological and pharmacological studies on annelid and nematode body wall muscle. Comp Biochem Physiol C Comp Pharmacol Toxicol. 1993 Sep;106(1):49-58. doi: 10.1016/0742-8413(93)90253-h. PMID: 7903620. 4: Yeoman MS, Parish DC, Benjamin PR. A cholinergic modulatory interneuron in the feeding system of the snail, Lymnaea. J Neurophysiol. 1993 Jul;70(1):37-50. doi: 10.1152/jn.1993.70.1.37. PMID: 8103088. 5: Christ DD, Blaber LC. The actions of benzoquinonium in the isolated cat tenuissimus muscle. J Pharmacol Exp Ther. 1968 Mar;160(1):159-65. PMID: 4295669. 6: Webb GD. Affinity of benzoquinonium and ambenonium derivatives for the acetylcholine receptor, tested on the electroplax, and for acetylcholinesterase in solution. Biochim Biophys Acta. 1965 May 25;102(1):172-84. doi: 10.1016/0926-6585(65)90211-6. PMID: 5833399. 7: TWAROG BM. The pharmacology of a molluscan smooth muscle. Br J Pharmacol Chemother. 1959 Sep;14(3):404-7. doi: 10.1111/j.1476-5381.1959.tb00266.x. PMID: 13840060; PMCID: PMC1481742. 8: BOWMAN WC. The neuromuscular blocking action of benzoquinonium chloride in the cat and in the hen. Br J Pharmacol Chemother. 1958 Dec;13(4):521-30. doi: 10.1111/j.1476-5381.1958.tb00247.x. PMID: 13618560; PMCID: PMC1481886. 9: HOPPE JO, FUNNELL JE, LAPE H. The effect of structural variation in the quaternary nitrogen centers of benzoquinonium chloride upon neuromuscular blocking activity. J Pharmacol Exp Ther. 1955 Sep;115(1):106-19. PMID: 13264061. 10: FOLDES FF, HUNT RD, CERAVOLO AJ. Use of mytolon chloride with pentothal sodium and nitrous oxide-oxygen for abdominal surgery. Curr Res Anesth Analg. 1952 May-Jun;31(3):185-92. PMID: 14945213. 11: CATTANEO A. Prime esperienze cliniche con un nuovo curaro di sintesi: il mytolon chloride [First clinical experience with a new synthetic curare: mytolon chloride]. G Ital Anestesiol. 1952 Mar-Apr;18(2):193-7. Undetermined Language. PMID: 12980348. 12: ARROWOOD JG. Mytolon chloride: a new agent for producing muscular relaxation; preliminary report. Anesthesiology. 1951 Nov;12(6):753-61. doi: 10.1097/00000542-195111000-00012. PMID: 14885783. 13: FOLDES FF. The use of Mytolon chloride in anesthesiology. Ann N Y Acad Sci. 1951 Oct;54(3):503-11. doi: 10.1111/j.1749-6632.1951.tb39940.x. PMID: 14895078. 14: HOPPE JO. A pharmacological investigation of 2,5-bis-(3-diethylaminopropylamino) benzoquinone-bis-benzylchloride (WIN 2747): a new curarimimetic drug. J Pharmacol Exp Ther. 1950 Nov;100(3):333-45. PMID: 14795391.