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H128

Sigma-Aldrich

(R)(−)-α-Methylhistamine dihydrochloride

solid, ≥98% (HPLC)

Sinônimo(s):

(R)(−)-α-Methyl-1H-imidazole-4-ethanamine dihydrochloride

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About This Item

Fórmula empírica (Notação de Hill):
C6H11N3 · 2HCl
Número CAS:
75614-89-0
Peso molecular:
198.09
Número MDL:
MFCD00083176
Código UNSPSC:
12352116
ID de substância PubChem:
24277778
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

forma

solid

atividade óptica

[α]22/D −4°, c = 0.8 in H2O(lit.)

condição de armazenamento

desiccated

cor

white to off-white

solubilidade

H2O: soluble

cadeia de caracteres SMILES

Cl.Cl.C[C@@H](N)Cc1c[nH]cn1

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

chave InChI

IZHCNQFUWDFPCW-ZJIMSODOSA-N

Informações sobre genes

human ... HRH3(11255)

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Aplicação

(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.

Ações bioquímicas/fisiológicas

(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.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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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)
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
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
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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