Centhaquin | CAS#57961-90-7 | Adrenergic Receptor

MedKoo Cat#: 527401 | Name: Centhaquin

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

Centhaquin

CAS#57961-90-7 (free base)

Theoretical Analysis

MedKoo Cat#: 527401

Name: Centhaquin

CAS#: 57961-90-7 (free base)

Chemical Formula: C22H25N3

Exact Mass: 331.2048

Molecular Weight: 331.46

Elemental Analysis: C, 79.72; H, 7.60; N, 12.68

Price and Availability

Size	Price	Availability
50mg	USD 450.00	2 Weeks
100mg	USD 750.00	2 Weeks
200mg	USD 1,250.00	2 Weeks
500mg	USD 1,950.00	2 Weeks
1g	USD 2,950.00	2 Weeks
2g	USD 5,250.00	2 Weeks

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Related CAS #

1480809-77-5 (citrate) 57961-90-7 (free base) 2379873-37-5 (lactate)

Synonym

Centhaquin; PMZ-2010; PMZ2010; PMZ 2010; Compound 7173

IUPAC/Chemical Name

2-(2-(4-(m-tolyl)piperazin-1-yl)ethyl)quinoline

InChi Key

UJNWGFBJUHIJKK-UHFFFAOYSA-N

InChi Code

InChI=1S/C22H25N3/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/h2-10,17H,11-16H2,1H3

SMILES Code

CC1=CC(N2CCN(CCC3=NC4=CC=CC=C4C=C3)CC2)=CC=C1

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 (50mg/mL).

Shelf Life

>2 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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 331.46 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: 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. 2: 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. 3: 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. 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: 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. 6: 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. 7: 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. 8: 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. 9: 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. 10: Singh R, Singh V, Kumari P, Aggarwal N, Oberoi M, Khan H, Singh TG. Evolutionary unmasking Resuscitative therapeutics potential of centhaquin citrate in hypovolemic shock. CNS Neurol Disord Drug Targets. 2023 Jun 23. doi: 10.2174/1871527322666230623113013. Epub ahead of print. PMID: 37357510. 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: 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. 13: 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. 14: 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. 15: 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. 16: 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. 17: 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. 18: Geevarghese M 3rd, Patel K, Gulati A, Ranjan AK. Role of adrenergic receptors in shock. Front Physiol. 2023 Jan 16;14:1094591. doi: 10.3389/fphys.2023.1094591. PMID: 36726848; PMCID: PMC9885157. 19: Ranjan AK, Gulati A. Controls of Central and Peripheral Blood Pressure and Hemorrhagic/Hypovolemic Shock. J Clin Med. 2023 Jan 31;12(3):1108. doi: 10.3390/jcm12031108. PMID: 36769755; PMCID: PMC9917827. 20: 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.

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