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MedKoo Cat#: 564214 | Name: Sephin1 HCl

Description:

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

Sephin1 hydrochloride is a selective inhibitor of the phosphatase regulatory subunit PPP1R15A (R15A), which prolongs the benefit of eIF2α phosphorylation, thereby protecting cells from proteostatic defects.

Chemical Structure

Sephin1 HCl
CAS#32597-86-7 (HCl)

Theoretical Analysis

MedKoo Cat#: 564214

Name: Sephin1 HCl

CAS#: 32597-86-7 (HCl)

Chemical Formula: C8H10Cl2N4

Exact Mass: 0.0000

Molecular Weight: 233.10

Elemental Analysis: C, 41.22; H, 4.32; Cl, 30.42; N, 24.04

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 #
951441-04-6 (free base) 32597-86-7 (HCl)
Synonym
Sephin-1 hydrochloride; Sephin 1 hydrochloride; Sephin1 hydrochloride
IUPAC/Chemical Name
2-[(E)-(2-Chlorophenyl)methylideneamino]guanidine
InChi Key
JVYSPIAJJZIYGP-NKPNRJPBSA-N
InChi Code
InChI=1S/C8H9ClN4.ClH/c9-7-4-2-1-3-6(7)5-12-13-8(10)11;/h1-5H,(H4,10,11,13);1H/b12-5+;
SMILES Code
NC(N/N=C/C1=CC=CC=C1Cl)=N.Cl
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 233.10 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: Liu X, Liu M, Wu H, Tang W, Yang W, Chan TTH, Zhang L, Chen S, Xiong Z, Liang J, Wai-Yiu Si-Tou W, Shu T, Li J, Cao J, Zhong C, Sun H, Kwong TT, Leung HHW, Wong J, Bo-San Lai P, To KF, Xiang T, Jao-Yiu Sung J, Chan SL, Zhou J, Sze-Lok Cheng A. PPP1R15A-expressing monocytic MDSCs promote immunosuppressive liver microenvironment in fibrosis-associated hepatocellular carcinoma. JHEP Rep. 2024 Apr 4;6(7):101087. doi: 10.1016/j.jhepr.2024.101087. PMID: 38882672; PMCID: PMC11179254. 2: Wu Y, Zhang H, Wang Y, Zhang Y, Hong Z, Wang D. Sephin1 enhances integrated stress response and autophagy to alleviate myocardial ischemia-reperfusion injury in mice. Biomed Pharmacother. 2024 Jul;176:116869. doi: 10.1016/j.biopha.2024.116869. Epub 2024 Jun 7. PMID: 38850665. 3: Vieira FG, Tassinari VR, Kidd JD, Moreno A, Thompson K, Perrin S, Gill A, Hatzipetros T. PERK modulation, with GSK2606414, Sephin1 or salubrinal, failed to produce therapeutic benefits in the SOD1G93A mouse model of ALS. PLoS One. 2024 Feb 15;19(2):e0292190. doi: 10.1371/journal.pone.0292190. PMID: 38359044; PMCID: PMC10868768. 4: Ding ZB, Chen Y, Zheng YR, Wang YY, Deng WD, Zheng JH, Yang Q, Chen ZY, Li LH, Jiang H, Li XJ. Inhibition of PPP1R15A alleviates osteoporosis via suppressing RANKL-induced osteoclastogenesis. Acta Pharmacol Sin. 2024 Apr;45(4):790-802. doi: 10.1038/s41401-023-01209-0. Epub 2024 Jan 8. PMID: 38191913; PMCID: PMC10943029. 5: Franchino CA, Brughera M, Baderna V, De Ritis D, Rocco A, Seneca S, Regal L, Podini P, D'Antonio M, Toro C, Quattrini A, Scalais E, Maltecca F. Sustained OMA1-mediated integrated stress response is beneficial for spastic ataxia type 5. Brain. 2024 Mar 1;147(3):1043-1056. doi: 10.1093/brain/awad340. PMID: 37804316; PMCID: PMC10907083. 6: Wang R, Wang M, Pei S, Zhang Y, Guo S, Guo W, Wu Z, Wang H, Li Y, Zhu Y, Meng LH, Lang J, Jin G, Xiao Y, Hu L, Kong X. Protocol for PPP1R15A-inhibited mouse model establishment with subcutaneous B16F1 tumor and single-cell analysis. STAR Protoc. 2023 Dec 15;4(4):102616. doi: 10.1016/j.xpro.2023.102616. Epub 2023 Sep 26. PMID: 37756156; PMCID: PMC10539956. 7: Chen Y, Quan S, Patil V, Kunjamma RB, Tokars HM, Leisten ED, Joy G, Wills S, Chan JR, Wong YC, Popko B. Insights into the mechanism of oligodendrocyte protection and remyelination enhancement by the integrated stress response. Glia. 2023 Sep;71(9):2180-2195. doi: 10.1002/glia.24386. Epub 2023 May 19. PMID: 37203250; PMCID: PMC10681276. 8: Chen Y, Quan S, Patil V, Kunjamma RB, Tokars HM, Leisten ED, Chan J, Wong Y, Popko B. Insights into the mechanism of oligodendrocyte protection and remyelination enhancement by the integrated stress response. bioRxiv [Preprint]. 2023 Jan 23:2023.01.23.525156. doi: 10.1101/2023.01.23.525156. Update in: Glia. 2023 Sep;71(9):2180-2195. doi: 10.1002/glia.24386. PMID: 36747743; PMCID: PMC9900777. 9: Wang R, Zhang Y, Guo S, Pei S, Guo W, Wu Z, Wang H, Wang M, Li Y, Zhu Y, Meng LH, Lang J, Jin G, Xiao Y, Hu L, Kong X. Single-cell RNA sequencing reveals the suppressive effect of PPP1R15A inhibitor Sephin1 in antitumor immunity. iScience. 2023 Jan 13;26(2):105954. doi: 10.1016/j.isci.2023.105954. PMID: 36718369; PMCID: PMC9883195. 10: Maltsev AV, Nikiforova AB, Bal NV, Balaban PM. Amyloid Aβ25-35 Aggregates Say 'NO' to Long-Term Potentiation in the Hippocampus through Activation of Stress-Induced Phosphatase 1 and Mitochondrial Na+/Ca2+ Exchanger. Int J Mol Sci. 2022 Oct 6;23(19):11848. doi: 10.3390/ijms231911848. PMID: 36233148; PMCID: PMC9570122. 11: Witkamp D, Oudejans E, Hu-A-Ng GV, Hoogterp L, Krzywańska AM, Žnidaršič M, Marinus K, de Veij Mestdagh CF, Bartelink I, Bugiani M, van der Knaap MS, Abbink TEM. Guanabenz ameliorates disease in vanishing white matter mice in contrast to sephin1. Ann Clin Transl Neurol. 2022 Aug;9(8):1147-1162. doi: 10.1002/acn3.51611. Epub 2022 Jul 1. PMID: 35778832; PMCID: PMC9380178. 12: Bai Y, Treins C, Volpi VG, Scapin C, Ferri C, Mastrangelo R, Touvier T, Florio F, Bianchi F, Del Carro U, Baas FF, Wang D, Miniou P, Guedat P, Shy ME, D'Antonio M. Treatment with IFB-088 Improves Neuropathy in CMT1A and CMT1B Mice. Mol Neurobiol. 2022 Jul;59(7):4159-4178. doi: 10.1007/s12035-022-02838-y. Epub 2022 Apr 30. PMID: 35501630; PMCID: PMC9167212. 13: Samluk L, Ostapczuk P, Dziembowska M. Long-term mitochondrial stress induces early steps of Tau aggregation by increasing reactive oxygen species levels and affecting cellular proteostasis. Mol Biol Cell. 2022 Jul 1;33(8):ar67. doi: 10.1091/mbc.E21-11-0553. Epub 2022 Apr 21. PMID: 35446108; PMCID: PMC9635289. 14: Pernin F, Luo JXX, Cui QL, Blain M, Fernandes MGF, Yaqubi M, Srour M, Hall J, Dudley R, Jamann H, Larochelle C, Zandee SEJ, Prat A, Stratton JA, Kennedy TE, Antel JP. Diverse injury responses of human oligodendrocyte to mediators implicated in multiple sclerosis. Brain. 2022 Dec 19;145(12):4320-4333. doi: 10.1093/brain/awac075. PMID: 35202462. 15: Kitakaze K, Oyadomari M, Zhang J, Hamada Y, Takenouchi Y, Tsuboi K, Inagaki M, Tachikawa M, Fujitani Y, Okamoto Y, Oyadomari S. ATF4-mediated transcriptional regulation protects against β-cell loss during endoplasmic reticulum stress in a mouse model. Mol Metab. 2021 Dec;54:101338. doi: 10.1016/j.molmet.2021.101338. Epub 2021 Sep 20. PMID: 34547510; PMCID: PMC8487982. 16: Subréville M, Bonello-Palot N, Yahiaoui D, Beloribi-Djefaflia S, Fernandes S, Stojkovic T, Cassereau J, Péréon Y, Echaniz-Laguna A, Violleau MH, Soulages A, Louis SL, Masingue M, Magot A, Delmont E, Sacconi S, Adams D, Labeyrie C, Genestet S, Noury JB, Chanson JB, Lévy N, Juntas-Morales R, Tard C, Sole G, Attarian S. Genotype-phenotype correlation in French patients with myelin protein zero gene-related inherited neuropathy. Eur J Neurol. 2021 Sep;28(9):2913-2921. doi: 10.1111/ene.14948. Epub 2021 Jun 29. PMID: 34060176. 17: Chen Y, Kunjamma RB, Weiner M, Chan JR, Popko B. Prolonging the integrated stress response enhances CNS remyelination in an inflammatory environment. Elife. 2021 Mar 23;10:e65469. doi: 10.7554/eLife.65469. PMID: 33752802; PMCID: PMC7987340. 18: Ruiz A, Zuazo J, Ortiz-Sanz C, Luchena C, Matute C, Alberdi E. Sephin1 Protects Neurons against Excitotoxicity Independently of the Integrated Stress Response. Int J Mol Sci. 2020 Aug 24;21(17):6088. doi: 10.3390/ijms21176088. PMID: 32846985; PMCID: PMC7504470. 19: Callejo G, Pattison LA, Greenhalgh JC, Chakrabarti S, Andreopoulou E, Hockley JRF, Smith ESJ, Rahman T. In silico screening of GMQ-like compounds reveals guanabenz and sephin1 as new allosteric modulators of acid-sensing ion channel 3. Biochem Pharmacol. 2020 Apr;174:113834. doi: 10.1016/j.bcp.2020.113834. Epub 2020 Feb 3. PMID: 32027884; PMCID: PMC7068650. 20: Thapa S, Abdelaziz DH, Abdulrahman BA, Schatzl HM. Sephin1 Reduces Prion Infection in Prion-Infected Cells and Animal Model. Mol Neurobiol. 2020 May;57(5):2206-2219. doi: 10.1007/s12035-020-01880-y. Epub 2020 Jan 24. PMID: 31981074.

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