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MedKoo Cat#: 412562 | Name: Centhaquine citrate

Description:

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

Centhaquin (free base), also known as PMZ-2010, is a centrally acting hypotensive agent. Centhaquin is an effective resuscitative agent that improves cardiac output, reduces blood lactate levels, and improves survival time of hemorrhaged rats. Centhaquin exhibits antinociception in the mouse mediated through the opioid, the α2A and α2B adrenoceptors.

Chemical Structure

Centhaquine citrate
Centhaquine citrate
CAS#1480809-77-5 (citrate)

Theoretical Analysis

MedKoo Cat#: 412562

Name: Centhaquine citrate

CAS#: 1480809-77-5 (citrate)

Chemical Formula: C28H33N3O7

Exact Mass: 523.2319

Molecular Weight: 523.59

Elemental Analysis: C, 64.23; H, 6.35; N, 8.03; O, 21.39

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 #
1480809-77-5 (citrate) 57961-90-7 (free base) 2379873-37-5 (lactate)
Synonym
Centhaquine citrate; PMZ-2010 citrate; PMZ2010 citrate; PMZ 2010 citrate; Lyfaquin
IUPAC/Chemical Name
2-(2-(4-(m-tolyl)piperazin-1-yl)ethyl)quinoline 2-hydroxypropane-1,2,3-tricarboxylate
InChi Key
XEOUTMUAFOIGQK-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H25N3.C6H8O7/c1-18-5-4-7-21(17-18)25-15-13-24(14-16-25)12-11-20-10-9-19-6-2-3-8-22(19)23-20;7-3(8)1-6(13,5(11)12)2-4(9)10/h2-10,17H,11-16H2,1H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
SMILES Code
CC1=CC(N2CCN(CCC3=NC4=CC=CC=C4C=C3)CC2)=CC=C1.O=C(CC(C(O)=O)(O)CC(O)=O)O
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 523.59 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: Kontouli Z, Staikou C, Iacovidou N, Mamais I, Kouskouni E, Papalois A, Papapanagiotou P, Gulati A, Chalkias A, Xanthos T. Resuscitation with centhaquin and 6% hydroxyethyl starch 130/0.4 improves survival in a swine model of hemorrhagic shock: a randomized experimental study. Eur J Trauma Emerg Surg. 2019 Dec;45(6):1077-1085. doi: 10.1007/s00068-018-0980-1. Epub 2018 Jul 13. PMID: 30006694. 2: Briyal S, Gandhakwala R, Khan M, Lavhale MS, Gulati A. Alterations in endothelin receptors following hemorrhage and resuscitation by centhaquin. Physiol Res. 2018 Jun 27;67(Suppl 1):S199-S214. doi: 10.33549/physiolres.933856. PMID: 29947540. 3: Papalexopoulou K, Chalkias A, Pliatsika P, Papalois A, Papapanagiotou P, Papadopoulos G, Arnaoutoglou E, Petrou A, Gulati A, Xanthos T. Centhaquin Effects in a Swine Model of Ventricular Fibrillation: Centhaquin and Cardiac Arrest. Heart Lung Circ. 2017 Aug;26(8):856-863. doi: 10.1016/j.hlc.2016.11.008. Epub 2016 Dec 19. PMID: 28385449. 4: Leonard MG, Jung S, Andurkar SV, Gulati A. Centhaquin attenuates hyperalgesia and non-evoked guarding in a rat model of postoperative pain primarily through α2B-adrenoceptors. Eur J Pharmacol. 2016 Oct 15;789:81-87. doi: 10.1016/j.ejphar.2016.07.016. Epub 2016 Jul 8. PMID: 27397429. 5: O'Donnell JN, O'Donnell EP, Kumar EJ, Lavhale MS, Andurkar SV, Gulati A, Scheetz MH. Pharmacokinetics of centhaquin citrate in a dog model. J Pharm Pharmacol. 2016 Jun;68(6):803-9. doi: 10.1111/jphp.12554. Epub 2016 Apr 25. PMID: 27109141. 6: O'Donnell JN, Gulati A, Lavhale MS, Sharma SS, Patel AJ, Rhodes NJ, Scheetz MH. Pharmacokinetics of centhaquin citrate in a rat model. J Pharm Pharmacol. 2016 Jan;68(1):56-62. doi: 10.1111/jphp.12498. Epub 2016 Jan 4. PMID: 26725913. 7: Papapanagiotou P, Xanthos T, Gulati A, Chalkias A, Papalois A, Kontouli Z, Alegakis A, Iacovidou N. Centhaquin improves survival in a swine model of hemorrhagic shock. J Surg Res. 2016 Jan;200(1):227-35. doi: 10.1016/j.jss.2015.06.056. Epub 2015 Jun 29. PMID: 26216751. 8: Reniguntala MS, Lavhale MS, Andurkar SV, Gulati A. Synthesis and characterization of centhaquin and its citrate salt and a comparative evaluation of their cardiovascular actions. Drug Res (Stuttg). 2015 Apr;65(4):184-91. doi: 10.1055/s-0034-1375629. Epub 2014 May 15. PMID: 24831242. 9: Gulati A, Zhang Z, Murphy A, Lavhale MS. Efficacy of centhaquin as a small volume resuscitative agent in severely hemorrhaged rats. Am J Emerg Med. 2013 Sep;31(9):1315-21. doi: 10.1016/j.ajem.2013.05.032. Epub 2013 Jul 19. PMID: 23871440. 10: Bhalla S, Ali I, Andurkar SV, Gulati A. Centhaquin antinociception in mice is mediated by α2A- and α2B- but not α2C-adrenoceptors. Eur J Pharmacol. 2013 Sep 5;715(1-3):328-36. doi: 10.1016/j.ejphar.2013.05.004. Epub 2013 May 24. PMID: 23712005. 11: Briyal S, Lavhale MS, Gulati A. Repeated administration of centhaquin to pregnant rats did not affect postnatal development and expression of endothelin receptors in the brain, heart or kidney of pups. Arzneimittelforschung. 2012 Dec;62(12):670-6. doi: 10.1055/s-0032-1329985. Epub 2012 Nov 15. PMID: 23154885. 12: Lavhale MS, Havalad S, Gulati A. Resuscitative effect of centhaquin after hemorrhagic shock in rats. J Surg Res. 2013 Jan;179(1):115-24. doi: 10.1016/j.jss.2012.08.042. Epub 2012 Sep 2. PMID: 22964270. 13: Gulati A, Lavhale MS, Garcia DJ, Havalad S. Centhaquin improves resuscitative effect of hypertonic saline in hemorrhaged rats. J Surg Res. 2012 Nov;178(1):415-23. doi: 10.1016/j.jss.2012.02.005. Epub 2012 Apr 2. PMID: 22487389. 14: Andurkar SV, Gulati A. Assessment of the analgesic effect of centhaquin in mouse tail flick and hot-plate tests. Pharmacology. 2011;88(5-6):233-41. doi: 10.1159/000331880. Epub 2011 Oct 12. PMID: 21997570. 15: Hegde LG, Shukla R, Srimal RC, Dikshit M. Attenuation in rat brain nitric oxide synthase activity in the coarctation model of hypertension. Pharmacol Res. 1997 Aug;36(2):109-14. doi: 10.1006/phrs.1997.0191. PMID: 9344638. 16: Gulati A, Arora RC, Crayton J. Central serotonergic uptake mechanisms in hypertensive rats: effects of clonidine and centhaquin. Eur J Pharmacol. 1993 Feb 9;231(2):151-6. doi: 10.1016/0014-2999(93)90443-l. PMID: 8453971. 17: Srimal RC, Gulati K, Nityanand S, Dhawan BN. Pharmacological studies on 2-(2-(4-(3-methylphenyl)-1-piperazinyl)ethyl) quinoline (centhaquin). I. Hypotensive activity. Pharmacol Res. 1990 May-Jun;22(3):319-29. doi: 10.1016/1043-6618(90)90729-w. PMID: 2367281. 18: Bhatnagar M, Pande M, Dubey MP, Dhawan BN. Effect of centhaquine on spontaneous and evoked norepinephrine release from isolated perfused rabbit heart. Arzneimittelforschung. 1985;35(4):693-7. PMID: 3839400.

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