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经验公式(希尔记法):
C6H11N3 · 2HCl
化学文摘社编号:
分子量:
198.09
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
(R)(−)-α-甲基组胺 二盐酸盐, solid, ≥98% (HPLC)
SMILES string
Cl.Cl.C[C@@H](N)Cc1c[nH]cn1
InChI key
IZHCNQFUWDFPCW-ZJIMSODOSA-N
InChI
1S/C6H11N3.2ClH/c1-5(7)2-6-3-8-4-9-6;;/h3-5H,2,7H2,1H3,(H,8,9);2*1H/t5-;;/m1../s1
assay
≥98% (HPLC)
form
solid
optical activity
[α]22/D −4°, c = 0.8 in H2O(lit.)
storage condition
desiccated
color
white to off-white
solubility
H2O: soluble
Quality Level
Gene Information
human ... HRH3(11255)
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Application
(R)(−)-α-Methylhistamine dihydrochloride has been used as an agonist for the histamine H3 cell lines. It has also been used in the antagonist assay for the histamine H3 cell lines.
Biochem/physiol Actions
(R)(−)-α-Methylhistamine dihydrochloride is a potent, selective H3 histamine receptor agonist which crosses the blood-brain barrier. It can inhibit histamine synthesis and release.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Magdalena Kotańska et al.
Biochemical pharmacology, 168, 193-203 (2019-07-12)
Histamine H3 receptors ligands act anorectic by blocking the H3 autoreceptors in the CNS, that results in increased synthesis and disinhibition of histamine release. Histamine further influencing H1 receptors participates in the leptin-dependent inhibition of food intake. It also affects
Structure-activity relations of histamine analogs. XX. Absolute configuration and histamine-like activity of enantiomeric α-methyl histamines.
Gerhard, et al.
Archives of Pharmacal Research, 313, 709-709 (1980)
R Oishi et al.
Journal of neurochemistry, 52(5), 1388-1392 (1989-05-01)
To study the feedback control by histamine (HA) H3-receptors on the synthesis and release of HA at nerve endings in the brain, the effects of a potent and selective H3-agonist, (R)-alpha-methylhistamine, and an H3-antagonist, thioperamide, on the pargyline-induced accumulation of
J M Arrang et al.
Nature, 327(6118), 117-123 (1987-05-14)
New drugs selective for histamine H3-receptors can be used to establish that these receptors are involved in the feedback control of histamine synthesis and release, and to demonstrate their distribution in the brain and peripheral tissues. These drugs provide new
Xu-Dong Wang et al.
Nature communications, 10(1), 3201-3201 (2019-07-22)
Pulmonary neuroendocrine (NE) cancer, including small cell lung cancer (SCLC), is a particularly aggressive malignancy. The lineage-specific transcription factors Achaete-scute homolog 1 (ASCL1), NEUROD1 and POU2F3 have been reported to identify the different subtypes of pulmonary NE cancers. Using a
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