Carcainium (free base)

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MedKoo CAT#: 412331

CAS#: 15272-69-2 (free base)

Description: Carcainium (free base) is phenylcarbamoylmethyl derivative with local anesthetic and potent anti-tussive activity. In preclinical studies Carcainium significantly reduced the spontaneous and histamine-evoked discharges in Aδ-fibres originating from airway, rapidly adapting stretch receptors (RARs) without affecting histamine-evoked bronchoconstriction. Acute pre-treatment of guinea-pigs with aerosols of Carcainium prevent of capsaicin-evoked and citric acid-induced coughs.


Chemical Structure

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Carcainium (free base)
CAS# 15272-69-2 (free base)

Theoretical Analysis

MedKoo Cat#: 412331
Name: Carcainium (free base)
CAS#: 15272-69-2 (free base)
Chemical Formula: C18H22N3O2+
Exact Mass: 312.1707
Molecular Weight: 312.3925
Elemental Analysis: C, 69.21; H, 7.10; N, 13.45; O, 10.24

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 1042-42-8 (Cl)   15272-69-2 (free base)  

Synonym: Carcainium (free base); UNII-4T82CRD6TM

IUPAC/Chemical Name: Dimethylbis((phenylcarbamoyl)methyl)ammonium

InChi Key: MPOXTHSNJVUPKR-UHFFFAOYSA-O

InChi Code: InChI=1S/C18H21N3O2/c1-21(2,13-17(22)19-15-9-5-3-6-10-15)14-18(23)20-16-11-7-4-8-12-16/h3-12H,13-14H2,1-2H3,(H-,19,20,22,23)/p+1

SMILES Code: O=C(C[N+](C)(C)CC(NC1=CC=CC=C1)=O)NC2=CC=CC=C2

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

Preparing Stock Solutions

The following data is based on the product molecular weight 312.3925 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

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1: Lavorini F, Spina D, Walker MJ, Franciosi L, Page CP, Fontana GA. Antitussive effect of carcainium chloride in patients with chronic cough and idiopathic interstitial pneumonias: A pilot study. Pulm Pharmacol Ther. 2016 Oct;40:91-4. doi: 10.1016/j.pupt.2016.08.001. Epub 2016 Aug 15. PMID: 27538683.

2: Adcock JJ, Douglas GJ, Garabette M, Gascoigne M, Beatch G, Walker M, Page CP. RSD931, a novel anti-tussive agent acting on airway sensory nerves. Br J Pharmacol. 2003 Feb;138(3):407-16. doi: 10.1038/sj.bjp.0705056. PMID: 12569065; PMCID: PMC1573683.

3: Shao CJ, Gao Y, Zhao L, Jin D, Wang D, Wang DQ. Co-application of lidocaine and QX-572 induces divergent pain behaviours in mice. J Pharm Pharmacol. 2015 Sep;67(9):1272-8. doi: 10.1111/jphp.12419. Epub 2015 Apr 23. PMID: 25904024.

4: Schönfeld P, Sztark F, Slimani M, Dabadie P, Mazat JP. Is bupivacaine a decoupler, a protonophore or a proton-leak-inducer? FEBS Lett. 1992 Jun 15;304(2-3):273-6. doi: 10.1016/0014-5793(92)80636-u. PMID: 1618334.

5: KATZ RL. ANTIARRHYTHMIC AND NEUROMUSCULAR EFFECTS OF QX-572 IN MAN. Acta Anaesthesiol Scand. 1965;9:73-81. doi: 10.1111/j.1399-6576.1965.tb00496.x. PMID: 14319089.

6: Lyttkens L, Larsson B, Wästerström SA. Local anaesthetics and tinnitus. Proposed peripheral mechanism of action of lidocaine. ORL J Otorhinolaryngol Relat Spec. 1984;46(1):17-23. doi: 10.1159/000275679. PMID: 6700953.

7: COVINO BG, RACHWALL P. COMPARATIVE CARDIAC EFFECTS OF QUINIDINE AND N,N-BIS(PHENYLCARBAMOYLMETHYL)-DIMETHYLAMMONIUM CHLORIDE (QX-572), A NEW ANTIARRHYTHMIC AGENT. J New Drugs. 1964 Jan-Feb;4(1):30-7. doi: 10.1002/j.1552-4604.1964.tb00100.x. PMID: 14157082.

8: KATZ RL. ANTIARRHYTHMIC ACTION OF N, N-BIS (PHENYLCARBAMOYLMETHYL) DIMETHYL AMMONIUM CHLORIDE (QX-572) IN CAT AND DOG. Anesthesiology. 1964 May- Jun;25:291-6. doi: 10.1097/00000542-196405000-00005. PMID: 14156568.

9: Huang LM, Ehrenstein G. Local anesthetics QX 572 and benzocaine act at separate sites on the batrachotoxin-activated sodium channel. J Gen Physiol. 1981 Feb;77(2):137-53. doi: 10.1085/jgp.77.2.137. PMID: 6267160; PMCID: PMC2215428.

10: Gendenshteĭn EI, Tsybusov AP. Nekotorye mestnye anestetiki i ikh chetvertichnye proizvodnye kak protivoaritmicheskie sredstva [Local anesthetics and their quaternary derivatives as anti-arrhythmia agents]. Farmakol Toksikol. 1985 Jan-Feb;48(1):112-7. Russian. PMID: 2579846.