MVN 38083
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MedKoo CAT#: 573993

CAS#: 1246638-08-3

Description: MVN 38083, also known as N-desmethyl Ivabradine (hydrochloride) is an active metabolite of ivabradine. Ivabradine is metabolized by the cytochrome P450 (CYP) isoform CYP3A4. This product has no formal name at the moment. For the convenience of communication, a temporary code name was therefore proposed according to MedKoo Chemical Nomenclature (see web page: https://www.medkoo.com/page/naming).


Chemical Structure

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MVN 38083
CAS# 1246638-08-3

Theoretical Analysis

MedKoo Cat#: 573993
Name: MVN 38083
CAS#: 1246638-08-3
Chemical Formula: C26H35ClN2O5
Exact Mass: 490.22
Molecular Weight: 491.025
Elemental Analysis: C, 63.60; H, 7.18; Cl, 7.22; N, 5.71; O, 16.29

Price and Availability

Size Price Availability Quantity
5mg USD 460 2 weeks
10mg USD 850 2 weeks
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Synonym: N-desmethyl Ivabradine (hydrochloride); MVN 38083; MVN-38083; MVN38083

IUPAC/Chemical Name: 3-[3-[[[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl]amino]propyl]-1,3,4,5-tetrahydro-7,8-dimethoxy-2H-3-benzazepin-2-one, monohydrochloride

InChi Key: MIIIKWNQFDQJGS-VEIFNGETSA-N

InChi Code: InChI=1S/C26H34N2O5.ClH/c1-30-22-11-17-6-9-28(26(29)14-18(17)12-23(22)31-2)8-5-7-27-16-20-10-19-13-24(32-3)25(33-4)15-21(19)20;/h11-13,15,20,27H,5-10,14,16H2,1-4H3;1H/t20-;/m1./s1

SMILES Code: COC(C(OC)=C1)=CC2=C1[C@H](C2)CNCCCN3CCC(C=C(OC)C(OC)=C4)=C4CC3=O.Cl

Appearance: Solid powder

Purity: >95% (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:

Product Data:
Biological target: N-Demethyl Ivabradine Hcl is a metabolite of Ivabradine, which is a specific inhibitor of the funny channel.
In vitro activity: In vitro whole-cell patch-clamp and in vivo extracellular recordings showed that direct application of ivabradine to the spinal cord decreases the mean miniature excitatory postsynaptic currents' frequency (13 rats; P < 0.01), and direct and peripheral application of ivabradine suppresses the spinal response to mechanical stimulation-evoked firing (8 rats/group, P < 0.01). Moreover, ivabradine reduces the amplitudes of monosynaptic excitatory postsynaptic currents evoked by Aδ-fiber and C-fiber stimulation (6 rats; P < 0.01) and induces a stronger inhibition of those evoked by C-fiber stimulation. Reference: Pain. 2022 Jul 1;163(7):1356-1369. https://pubmed.ncbi.nlm.nih.gov/35708467/
In vivo activity: Twenty-eight Wistar rats were divided into non-diseased controls, rats treated with ivabradine, rats treated with isoproterenol, and rats treated with isoproterenol plus ivabradine. Ivabradine reduced HR (by 15%), partly prevented SBP decline (by 10%) and site-specifically mitigated kidney fibrosis by decreasing type I collagen volume in all three sites investigated (by 69, 58, and 67%, respectively) and the ratio of type I collagen-to-type III collagen in glomerular and vascular/perivascular sites (by 79 and 73%, respectively). Reference: Gen Physiol Biophys. 2023 Mar;42(2):209-215. https://pubmed.ncbi.nlm.nih.gov/36896950/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 25.0 50.91
DMSO 43.3 88.25
Ethanol 1.0 2.04
PBS (pH 7.2) 10.0 20.37

Preparing Stock Solutions

The following data is based on the product molecular weight 491.03 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
Formulation protocol: 1. Ohashi N, Uta D, Ohashi M, Baba H. Analgesic effect of ivabradine against inflammatory pain mediated by hyperpolarization-activated cyclic nucleotide-gated cation channels expressed on primary afferent terminals in the spinal dorsal horn. Pain. 2022 Jul 1;163(7):1356-1369. doi: 10.1097/j.pain.0000000000002523. Epub 2021 Oct 23. PMID: 35708467. 2. Hackl B, Lukacs P, Ebner J, Pesti K, Haechl N, Földi MC, Lilliu E, Schicker K, Kubista H, Stary-Weinzinger A, Hilber K, Mike A, Todt H, Koenig X. The Bradycardic Agent Ivabradine Acts as an Atypical Inhibitor of Voltage-Gated Sodium Channels. Front Pharmacol. 2022 May 2;13:809802. doi: 10.3389/fphar.2022.809802. PMID: 35586063; PMCID: PMC9108390. 3. Baka T, Stanko P, Repova K, Aziriova S, Krajcirovicova K, Barta A, Zorad S, Simko F. Ivabradine curbs isoproterenol-induced kidney fibrosis. Gen Physiol Biophys. 2023 Mar;42(2):209-215. doi: 10.4149/gpb_2022057. PMID: 36896950. 4. Woodman R, Student J, Miller C, Lockette W. Ivabradine-Induced Bradycardia Is Accompanied By Reduced Stress-Related Anxiety. Am J Hypertens. 2023 Feb 22:hpad019. doi: 10.1093/ajh/hpad019. Epub ahead of print. PMID: 36812223.
In vitro protocol: 1. Ohashi N, Uta D, Ohashi M, Baba H. Analgesic effect of ivabradine against inflammatory pain mediated by hyperpolarization-activated cyclic nucleotide-gated cation channels expressed on primary afferent terminals in the spinal dorsal horn. Pain. 2022 Jul 1;163(7):1356-1369. doi: 10.1097/j.pain.0000000000002523. Epub 2021 Oct 23. PMID: 35708467. 2. Hackl B, Lukacs P, Ebner J, Pesti K, Haechl N, Földi MC, Lilliu E, Schicker K, Kubista H, Stary-Weinzinger A, Hilber K, Mike A, Todt H, Koenig X. The Bradycardic Agent Ivabradine Acts as an Atypical Inhibitor of Voltage-Gated Sodium Channels. Front Pharmacol. 2022 May 2;13:809802. doi: 10.3389/fphar.2022.809802. PMID: 35586063; PMCID: PMC9108390.
In vivo protocol: 1. Baka T, Stanko P, Repova K, Aziriova S, Krajcirovicova K, Barta A, Zorad S, Simko F. Ivabradine curbs isoproterenol-induced kidney fibrosis. Gen Physiol Biophys. 2023 Mar;42(2):209-215. doi: 10.4149/gpb_2022057. PMID: 36896950. 2. Woodman R, Student J, Miller C, Lockette W. Ivabradine-Induced Bradycardia Is Accompanied By Reduced Stress-Related Anxiety. Am J Hypertens. 2023 Feb 22:hpad019. doi: 10.1093/ajh/hpad019. Epub ahead of print. PMID: 36812223.

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1. Rosa, G.M., Ferrero, S., Ghione, P., et al. An evaluation of the pharmacokinetics and pharmacodynamics of ivabradine for the treatment of heart failure. Expert Opin. Drug Metab. Toxicol. 10(2), 279-291 (2014).