Pinaverium bromide | CAS#53251-94-8 | Antispasmodic

MedKoo Cat#: 598426 | Name: Pinaverium bromide

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Description:

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

Pinaverium bromide is a spasmolytic agent with low incidence of anticholinergic effects. Pinaverium bromide has been shown to protect mice against sepsis, which is predominantly attributed to PVB-mediated anti-inflammatory effects by inhibiting primed neutrophils to produce proinflammatory cytokines.

Chemical Structure

Pinaverium bromide

CAS#53251-94-8

Theoretical Analysis

MedKoo Cat#: 598426

Name: Pinaverium bromide

CAS#: 53251-94-8

Chemical Formula: C26H41Br2NO4

Exact Mass: 0.0000

Molecular Weight: 591.43

Elemental Analysis: C, 52.80; H, 6.99; Br, 27.02; N, 2.37; O, 10.82

Price and Availability

Size	Price	Availability
1g	USD 250.00	2 Weeks
5g	USD 450.00	2 Weeks
10g	USD 700.00	2 Weeks

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Synonym

Pinaverium bromide; LAT 1717; LAT-1717; LAT1717; Dicetel;

IUPAC/Chemical Name

4-(2-bromo-4,5-dimethoxybenzyl)-4-(2-(2-(6,6-dimethylbicyclo[3.1.1]heptan-2-yl)ethoxy)ethyl)morpholin-4-ium bromide

InChi Key

IKGXLCMLVINENI-UHFFFAOYSA-M

InChi Code

InChI=1S/C26H41BrNO4.BrH/c1-26(2)21-6-5-19(22(26)16-21)7-11-31-12-8-28(9-13-32-14-10-28)18-20-15-24(29-3)25(30-4)17-23(20)27;/h15,17,19,21-22H,5-14,16,18H2,1-4H3;1H/q+1;/p-1

SMILES Code

CC1(C)C2CCC(CCOCC[N+]3(CC4=C(Br)C=C(OC)C(OC)=C4)CCOCC3)C1C2.[Br-]

Appearance

Solid powder

Purity

>97% (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

2934.99.03.00

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Pinaverium bromide is an L-type calcium channel blocker.

In vitro activity:

This study found that pinaverium bromide had antibacterial activity against S. aureus, with the MIC50/MIC90 at 12.5/25 μM, respectively. Pinaverium bromide (at 4 × MIC) showed a rapid bactericidal effect on S. aureus planktonic cells, and it was more effective (at least 1-log10 cfu/mL) than linezolid, vancomycin, and ampicillin at 4 h of the time-killing test. Pinaverium bromide (at 10 × MIC) significantly inhibited the formation of S. aureus persister cells (at least 3-log10 cfu/mL) than linezolid, vancomycin, and ampicillin at 24, 48, 72, 96, and 120 h of the time-killing test. Reference: ACS Omega. 2023 Mar 6;8(10):9652-9661. https://pubmed.ncbi.nlm.nih.gov/36936302/

In vivo activity:

During stress, rats fecal pellet output increased 61 % (P<0.01). Stimulated with ACh or KCl, the muscle contractility was higher in stress than that in control. Pinaverium inhibited the increment of (Ca(2+))(i) and the muscle contraction in response to ACh or KCl in a dose dependent manner. A significant inhibition of pinaverium to ACh or KCl induced (Ca(2+))(i) increment was observed at 10(-6) mol/L. The IC(50) values for inhibition of ACh induced contraction for the stress and control group were 1.66X10(-6) mol/L and 0.91X10(-6) mol/L, respectively. The IC(50) values for inhibition of KCl induced contraction for the stress and control group were 8.13X10(-7) mol/L and 3.80X10(-7) mol/L, respectively. Reference: World J Gastroenterol. 2003 Mar;9(3):557-61. https://pubmed.ncbi.nlm.nih.gov/12632518/

	Solvent	mg/mL	mM
Solubility
	DMSO	75.0	126.81
	Ethanol	100.0	169.08
	Water	13.0	21.98

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 591.43 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

Formulation protocol:

1. Mao T, Chai B, Xiong Y, Wang H, Nie L, Peng R, Li P, Yu Z, Fang F, Gong X. In Vitro Inhibition of Growth, Biofilm Formation, and Persisters of Staphylococcus aureus by Pinaverium Bromide. ACS Omega. 2023 Mar 6;8(10):9652-9661. doi: 10.1021/acsomega.3c00340. PMID: 36936302; PMCID: PMC10018691. 2. Boyer JC, Magous R, Christen MO, Balmes JL, Bali JP. Contraction of human colonic circular smooth muscle cells is inhibited by the calcium channel blocker pinaverium bromide. Cell Calcium. 2001 Jun;29(6):429-38. doi: 10.1054/ceca.2001.0205. PMID: 11352508. 3. Dai Y, Liu JX, Li JX, Xu YF. Effect of pinaverium bromide on stress-induced colonic smooth muscle contractility disorder in rats. World J Gastroenterol. 2003 Mar;9(3):557-61. doi: 10.3748/wjg.v9.i3.557. PMID: 12632518; PMCID: PMC4621582. 4. Fioramonti J, Christen MO, Dupre I, Bueno L. Involvement of a CCK-dependent capsaicin-sensitive afferent pathway in the inhibitory effect of pinaverium bromide on the colonic motor response to eating in rats. Fundam Clin Pharmacol. 1997;11(3):231-6. doi: 10.1111/j.1472-8206.1997.tb00190.x. PMID: 9243254.

In vitro protocol:

In vivo protocol:

1. Dai Y, Liu JX, Li JX, Xu YF. Effect of pinaverium bromide on stress-induced colonic smooth muscle contractility disorder in rats. World J Gastroenterol. 2003 Mar;9(3):557-61. doi: 10.3748/wjg.v9.i3.557. PMID: 12632518; PMCID: PMC4621582. 2. Fioramonti J, Christen MO, Dupre I, Bueno L. Involvement of a CCK-dependent capsaicin-sensitive afferent pathway in the inhibitory effect of pinaverium bromide on the colonic motor response to eating in rats. Fundam Clin Pharmacol. 1997;11(3):231-6. doi: 10.1111/j.1472-8206.1997.tb00190.x. PMID: 9243254.

1: Kamolsripat T, Thinrungroj N, Pinyopornpanish K, Kijdamrongthum P, Leerapun A, Chitapanarux T, Thongsawat S, Praisontarangkul OA, Pojchamarnwiputh S. Efficacy and safety of pinaverium bromide as an add-on therapy in refractory dyspepsia: A randomized controlled trial. JGH Open. 2024 Mar 14;8(3):e13051. doi: 10.1002/jgh3.13051. PMID: 38486875; PMCID: PMC10938259. 2: Tian J, Li T, Zhao J, Li D, Sun J, Li Z, Shi R. Efficacy of different courses of acupuncture for diarrhea irritable bowel syndrome: A protocol for systematic review and meta-analysis. PLoS One. 2023 Dec 14;18(12):e0295077. doi: 10.1371/journal.pone.0295077. PMID: 38096158; PMCID: PMC10721030. 3: Lai BY, Hong MY, He YJ, Li X, Wang SS, Chen Y, Li XW, Nie J, Liu D, She C. Effect of acupuncture and moxibustion on intestinal flora in the rats with diarrhea-predominant irritable bowel syndrome based on 16S rDNA technique. Zhongguo Zhen Jiu. 2023 Dec 12;43(12):1411-1421. English, Chinese. doi: 10.13703/j.0255-2930.20230630-k0002. PMID: 38092540. 4: Ouyang J, Hong Y, Wan Y, He X, Geng B, Yang X, Xiang J, Cai J, Zeng Z, Liu Z, Peng N, Jiang Y, Liu J. PVB exerts anti-inflammatory effects by inhibiting the activation of MAPK and NF-κB signaling pathways and ROS generation in neutrophils. Int Immunopharmacol. 2024 Jan 5;126:111271. doi: 10.1016/j.intimp.2023.111271. Epub 2023 Nov 24. PMID: 38006749. 5: Zhu Z, Yang XF, Yu HM, Chen PB, Jin LM, Li Y, Han D, Shang XM. Effect of acupuncture on the expression of neuropeptides and related inflammatory factors in rats with diarrhea-predominant irritable bowel syndrome. Zhen Ci Yan Jiu. 2023 Nov 25;48(11):1142-1150. English, Chinese. doi: 10.13702/j.1000-0607.20221401. PMID: 37984912. 6: Gao S, Yao X, Chen J, Huang G, Fan X, Xue L, Li Z, Wu T, Zheng Y, Huang J, Jin X, Wang Y, Wang Z, Yu Y, Liu L, Pan X, Song C, Yan N. Structural basis for human Cav1.2 inhibition by multiple drugs and the neurotoxin calciseptine. Cell. 2023 Nov 22;186(24):5363-5374.e16. doi: 10.1016/j.cell.2023.10.007. Epub 2023 Nov 15. PMID: 37972591. 7: Liu Q, Zhu Y, Wang W, Dong Y. Clinical efficacy of cognitive behavioral therapy combined with pinaverium bromide tablets on irritable bowel syndrome. Pak J Med Sci. 2023 Jul-Aug;39(4):1013-1017. doi: 10.12669/pjms.39.4.6994. PMID: 37492283; PMCID: PMC10364284. 8: Mao T, Chai B, Xiong Y, Wang H, Nie L, Peng R, Li P, Yu Z, Fang F, Gong X. In Vitro Inhibition of Growth, Biofilm Formation, and Persisters of Staphylococcus aureus by Pinaverium Bromide. ACS Omega. 2023 Mar 6;8(10):9652-9661. doi: 10.1021/acsomega.3c00340. PMID: 36936302; PMCID: PMC10018691. 9: Xu R, Wang Y, Han W. Randomized clinical trial: the effects of pregabalin for centrally mediated abdominal pain syndrome. Therap Adv Gastroenterol. 2023 Mar 3;16:17562848231152334. doi: 10.1177/17562848231152334. PMID: 36895281; PMCID: PMC9989377. 10: Li M, Zhu J, Liu X, Dong Z, Tang J, Zhang C, Jiao J, Chen J, Yin F, Qiu S, Zhang F, Gao S, Wang Z, Tao X, Yue X, Sun L, Chen W. Chaihu-Guizhi-Ganjiang Decoction is more efficacious in treating irritable bowel syndrome than Dicetel according to metabolomics analysis. Chin Med. 2022 Dec 14;17(1):139. doi: 10.1186/s13020-022-00695-4. PMID: 36517857; PMCID: PMC9749322. 11: Yang YC, Zhou ZX, Xue T, Feng YH, Chen JT, Wang TN, Zhao JY, Wang LJ, Zhang P, Zhang LP, Ma HF. [Effect of electroacupuncture on visceral sensitivity and colonic NGF, TrkA, TRPV1 expression in IBS-D rats]. Zhongguo Zhen Jiu. 2022 Dec 12;42(12):1395-402. Chinese. doi: 10.13703/j.0255-2930.20220130-0005. PMID: 36484193. 12: Arısoy M, Saydam M, Ekin Dolaksız Y, Talay Ç, Sağlam O, Demiray G, Doğan Kurtoğlu E. A Study to Compare Bioequivalence Approach Between FDA and EMA in a Highly Variable Drug: Pinaverium Bromide Film Tablets. J Pharm Sci. 2022 Nov;111(11):3149-3154. doi: 10.1016/j.xphs.2022.08.010. Epub 2022 Aug 15. PMID: 35981633. 13: He S, Lin Q, Huang J, Zheng L, Lai J, Chen C. Effect and Mechanism of Flavored Tongxie Yaofang Decoction for Diarrheal Irritable Bowel Syndrome under Intestinal Microecology. Evid Based Complement Alternat Med. 2022 Aug 3;2022:3904571. doi: 10.1155/2022/3904571. PMID: 35966738; PMCID: PMC9365570. 14: Zhou ZX, Ma HF, Yang YC, Chen JT, Feng YH. [Effect of electroacupuncture on colonic motility and RhoA and ROCK protein expression in IBS-D rats]. Zhen Ci Yan Jiu. 2022 Jul 25;47(7):611-6. Chinese. doi: 10.13702/j.1000-0607.20220031. PMID: 35880278. 15: Jiang X, Guo X, Zhou J, Ye S. Acupuncture and Moxibustion in the Treatment of Adult Diarrhea Irritable Bowel Syndrome: A Network Meta-analysis. Comput Math Methods Med. 2022 Jun 28;2022:9919839. doi: 10.1155/2022/9919839. Retraction in: Comput Math Methods Med. 2023 Jul 19;2023:9892851. doi: 10.1155/2023/9892851. PMID: 35799631; PMCID: PMC9256328. 16: Cui MH, Hou XL, Liu JY. Ischemic colitis after receiving the second dose of a COVID-19 inactivated vaccine: A case report. World J Clin Cases. 2022 Apr 26;10(12):3866-3871. doi: 10.12998/wjcc.v10.i12.3866. PMID: 35647139; PMCID: PMC9100719. 17: Sun H, Li X, Chen W, Jia F, Su J, Zhang B, Wu X, Wu P. Effect of probiotics and dietary fiber combined with pinaverium bromide on intestinal flora in patients with irritable bowel syndrome. Am J Transl Res. 2021 Dec 15;13(12):14039-14045. PMID: 35035746; PMCID: PMC8748111. 18: Jia S, Chai L, Zhang J, Zhang M, Li L, Qi Y, Pang Y, Chen X, Fan N, Wang L, Wang Y, Song J, Sun Y, Wang Y, Miao L, Zhang H. Wei Chang An pill regulates gastrointestinal motility in a bidirectional manner. Pharm Biol. 2021 Dec;59(1):1452-1463. doi: 10.1080/13880209.2021.1991383. PMID: 34711130; PMCID: PMC8555530. 19: Jin D, Liu Y, Lv S, Qi Q, Li M, Wang Y, Wang X, Wu H. Electroacupuncture and Moxibustion Modulate the BDNF and TrkB Expression in the Colon and Dorsal Root Ganglia of IBS Rats with Visceral Hypersensitivity. Evid Based Complement Alternat Med. 2021 Sep 28;2021:8137244. doi: 10.1155/2021/8137244. PMID: 34621325; PMCID: PMC8492290. 20: Bor S, Lehert P, Chalbaud A, Tack J. Efficacy of pinaverium bromide in the treatment of irritable bowel syndrome: a systematic review and meta-analysis. Therap Adv Gastroenterol. 2021 Sep 15;14:17562848211033740. doi: 10.1177/17562848211033740. PMID: 34539813; PMCID: PMC8447090.