D153
(R)(−)-DOI hydrochloride
≥98% (HPLC), 5-HT2 serotonin receptor agonist, solid
别名:
(−)-1-(2,5-Dimethoxy-4-iodophenyl)-2-aminopropane hydrochloride, (−)-2,5-Dimethoxy-4-iodoamphetamine hydrochloride
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关于此项目
经验公式（希尔记法）:
C11H16INO2 · HCl
化学文摘社编号:
分子量:
357.62
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
产品名称
(R)(−)-DOI hydrochloride, ≥98% (HPLC), solid
质量水平
方案
≥98% (HPLC)
表单
solid
旋光性
[α]22/D −12.36°, c = 2 in H2O(lit.)
drug control
Home Office Schedule 1; regulated under CDSA - not available from Sigma-Aldrich Canada
颜色
white
溶解性
H2O: ≥20 mg/mL
ethanol: soluble
SMILES字符串
Cl.COc1cc(C[C@@H](C)N)c(OC)cc1I
InChI
1S/C11H16INO2.ClH/c1-7(13)4-8-5-11(15-3)9(12)6-10(8)14-2;/h5-7H,4,13H2,1-3H3;1H/t7-;/m1./s1
InChI key
QVFDMWGKHUFODK-OGFXRTJISA-N
基因信息
human ... HTR2A(3356), HTR2B(3357), HTR2C(3358)
生化/生理作用
Potent and selective 5-HT2 serotonin receptor agonist that crosses the blood-brain barrier; more potent enantiomer of ±-DOI hydrochloride.
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
Lena Wischhof et al.
Pharmacology, biochemistry, and behavior, 102(1), 6-12 (2012-04-04)
Prepulse inhibition (PPI) of the acoustic startle response (ASR) provides a measure of sensorimotor gating mechanisms that are impaired in schizophrenia patients. Interactions of the serotonin (5-hydroxytryptamine, 5-HT) and glutamatergic systems, especially via the 5-HT(2A) receptor subtype, have been implicated
M I Zaĭchenko et al.
Zhurnal vysshei nervnoi deiatelnosti imeni I P Pavlova, 63(2), 246-255 (2013-07-23)
The influence of drugs, agonist (DOI) and antagonist (ketanserin) ofserotonin receptors 5-HT2 on the behavior of rats tested by the method of choice to the value of reinforcement was investigated. Depending on their preferences in food reinforcement rats were divided
[125I]-2-(2,5-Dimethoxy-4-iodophenyl)aminoethane ([125I]-2C-I) as a label for the 5-HT2 receptor in rat frontal cortex.
Johnson, et al.
Pharmacology, Biochemistry, and Behavior, 35, 211-211 (1989)
Ishier Raote et al.
Molecular pharmacology, 83(1), 42-50 (2012-10-05)
G protein-coupled receptor (GPCR) signaling is modulated by endocytosis and endosomal sorting of receptors between degradation and recycling. Differential regulation of these processes by endogenous ligands and synthetic drugs is a poorly understood area of GPCR signaling. Here, we describe
João Paulo Capela et al.
Neurotoxicology, 34, 254-263 (2012-09-18)
3,4-Methylenedioxymethamphetamine (MDMA or "Ecstasy") and 2,5-dimethoxy-4-iodoamphetamine hydrochloride (DOI) are hallucinogenic amphetamines with addictive properties. The hippocampus is involved in learning and memory and seems particularly vulnerable to amphetamine's neurotoxicity. We evaluated the neurotoxicity of DOI and MDMA in primary neuronal
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