MedKoo Biosciences

ST-1006
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 532796

CAS#: 1196994-11-2 (free base)

Description: ST-1006 is a histamine H4 receptor agonist (H4R agonist). ST-1006 alleviates neuropathic pain through differential regulation of ERK, JNK, and P38 MAPK phosphorylation. During in vitro differentiation from monocytes to macrophages, the H4R agonist ST-1006 modified the M1 phenotype by up-regulating the macrophage differentiation marker CD68, by down-regulating the production of CXCL10, and by changing the morphology. In fully differentiated M1 macrophages, histamine or ST-1006 decreased the IFN-Ƴ- and LPS-induced CCL4 mRNA expression and protein production, whereas CCL3 or IL-23 production was not regulated via H4R.

Chemical Structure

ST-1006

CAS# 1196994-11-2 (free base)

Instruction

Theoretical Analysis

MedKoo Cat#: 532796
Name: ST-1006
CAS#: 1196994-11-2 (free base)
Chemical Formula: C16H20Cl2N6
Exact Mass: 366.11
Molecular Weight: 367.280
Elemental Analysis: C, 52.32; H, 5.49; Cl, 19.30; N, 22.88

Price and Availability

Size	Price	Availability
50mg	USD 550	2 Weeks
100mg	USD 950	2 Weeks
200mg	USD 1650	2 Weeks
500mg	USD 2950	2 Weeks
1g	USD 4250	2 Weeks
2g	USD 6750	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Related CAS #: 1196994-12-3 (maleate), 1196994-11-2 (free base),

Synonym: ST-1006; ST 1006; ST1006;

IUPAC/Chemical Name: 4-N-[(2,6-dichlorophenyl)methyl]-6-(4-methylpiperazin-1-yl)pyrimidine-2,4-diamine

InChi Key: ICAQZJCLBRKWBG-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H20Cl2N6/c1-23-5-7-24(8-6-23)15-9-14(21-16(19)22-15)20-10-11-12(17)3-2-4-13(11)18/h2-4,9H,5-8,10H2,1H3,(H3,19,20,21,22)

SMILES Code: NC1=NC(N2CCN(C)CC2)=CC(NCC3=C(Cl)C=CC=C3Cl)=N1

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: >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

Product Data:

Product Data

Instruction:

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Preparing Stock Solutions

The following data is based on the product molecular weight 367.280000000000000000000000000000 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

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1: Beyer L, Kabatas AS, Mommert S, Stark H, Werfel T, Gutzmer R, Schaper- Gerhardt K. Histamine Activates Human Eosinophils via H2R and H4R Predominantly in Atopic Dermatitis Patients. Int J Mol Sci. 2022 Sep 7;23(18):10294. doi: 10.3390/ijms231810294. PMID: 36142206; PMCID: PMC9499661. 2: Ehling S, Butler A, Thi S, Ghashghaei HT, Bäumer W. To scratch an itch: Establishing a mouse model to determine active brain areas involved in acute histaminergic itch. IBRO Rep. 2018 Oct 15;5:67-73. doi: 10.1016/j.ibror.2018.10.002. PMID: 30364768; PMCID: PMC6197726. 3: Adami M, Micheloni C, Grandi D, Stark H. Differential effects of functionally different histamine H4 receptor ligands on acute irritant dermatitis in mice. Naunyn Schmiedebergs Arch Pharmacol. 2018 Dec;391(12):1387-1397. doi: 10.1007/s00210-018-1553-x. Epub 2018 Aug 25. PMID: 30145688. 4: Mommert S, Aslan D, Ratz L, Stark H, Gutzmer R, Werfel T. The Anaphylatoxin C3a Receptor Expression on Human M2 Macrophages Is Down-Regulated by Stimulating the Histamine H4 Receptor and the IL-4 Receptor. J Innate Immun. 2018;10(4):349-362. doi: 10.1159/000490426. Epub 2018 Jul 20. PMID: 30032131; PMCID: PMC6757164. 5: Mommert S, Ratz L, Stark H, Gutzmer R, Werfel T. The histamine H4 receptor modulates the differentiation process of human monocyte-derived M1 macrophages and the release of CCL4/MIP-1β from fully differentiated M1 macrophages. Inflamm Res. 2018 Jun;67(6):503-513. doi: 10.1007/s00011-018-1140-0. Epub 2018 Mar 29. PMID: 29600327. 6: Sanna MD, Mello T, Masini E, Galeotti N. Activation of ERK/CREB pathway in noradrenergic neurons contributes to hypernociceptive phenotype in H4 receptor knockout mice after nerve injury. Neuropharmacology. 2018 Jan;128:340-350. doi: 10.1016/j.neuropharm.2017.10.025. Epub 2017 Oct 28. PMID: 29107625. 7: Lucarini L, Pini A, Rosa AC, Lanzi C, Durante M, Chazot PL, Krief S, Schreeb A, Stark H, Masini E. Role of histamine H4 receptor ligands in bleomycin-induced pulmonary fibrosis. Pharmacol Res. 2016 Sep;111:740-748. doi: 10.1016/j.phrs.2016.07.037. Epub 2016 Jul 27. PMID: 27475884. 8: Ehling S, Roßbach K, Dunston SM, Stark H, Bäumer W. Allergic inflammation is augmented via histamine H4 receptor activation: The role of natural killer cells in vitro and in vivo. J Dermatol Sci. 2016 Aug;83(2):106-15. doi: 10.1016/j.jdermsci.2016.04.011. Epub 2016 Apr 22. PMID: 27155791. 9: Mommert S, Kleiner S, Gehring M, Eiz-Vesper B, Stark H, Gutzmer R, Werfel T, Raap U. Human basophil chemotaxis and activation are regulated via the histamine H4 receptor. Allergy. 2016 Sep;71(9):1264-73. doi: 10.1111/all.12875. Epub 2016 May 17. PMID: 26948974. 10: Sanna MD, Stark H, Lucarini L, Ghelardini C, Masini E, Galeotti N. Histamine H4 receptor activation alleviates neuropathic pain through differential regulation of ERK, JNK, and P38 MAPK phosphorylation. Pain. 2015 Dec;156(12):2492-2504. doi: 10.1097/j.pain.0000000000000319. PMID: 26270581. 11: Gschwandtner M, Koether B, Werfel T, Stark H, Gutzmer R. Profiling of histamine H4 receptor agonists in native human monocytes. Br J Pharmacol. 2013 Sep;170(1):136-43. doi: 10.1111/bph.12237. PMID: 23638754; PMCID: PMC3764855. 12: Stegaev V, Sillat T, Porola P, Hänninen A, Falus A, Mieliauskaite D, Buzás E, Rotar Z, Mackiewicz Z, Stark H, Chazot PL, Konttinen YT. Brief report: first identification of H₄ histamine receptor in healthy salivary glands and in focal sialadenitis in Sjögren's syndrome. Arthritis Rheum. 2012 Aug;64(8):2663-8. doi: 10.1002/art.34484. PMID: 22488408.

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