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SML1940

Sigma-Aldrich

ADDA 5 hydrochloride

≥98% (HPLC)

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Synonym(s):
1-[2-(1-Adamantyl)ethoxy]-3-(3,4-dihydro-2(1H)-isoquinolinyl)-2-propanol hydrochloride, 3,4-Dihydro-α-[(2-tricyclo[3.3.1.13,7]dec-1-ylethoxy)methyl]-2(1H)-isoquinolineethanol hydrochloride
Empirical Formula (Hill Notation):
C24H35NO2 · HCl
CAS Number:
Molecular Weight:
406.00
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC(CN1CCC(C=CC=C2)=C2C1)COCCC34C[C@H]5C[C@H](C[C@H](C5)C4)C3.[H]Cl

Application

ADDA 5 hydrochloride has been used as a complex IV inhibitor to study its effects on leptomeningeal derivatives of human breast and lung cancer cells.

Biochem/physiol Actions

ADDA 5 is a potent and selective inhibitor of cytochrome c oxidase (Complex IV) that depletes the bioenergetics reserve capacity in intact glioma cells. ADDA 5 specifically inhibits the proliferation of chemosensitive and chemoresistant glioma cells, while sparing non-cancer cells. Additionally ADDA 5 is effective against glioma stem cells.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Jan Remsik et al.
Cancer reports (Hoboken, N.J.), e1236-e1236 (2020-12-30)
Leptomeningeal metastasis (LM), or spread of cancer cells into the cerebrospinal fluid (CSF), is characterized by a rapid onset of debilitating neurological symptoms and markedly bleak prognosis. The lack of reproducible in vitro and in vivo models has prevented the

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