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Safety Information

B135

Sigma-Aldrich

R(+)-6-Bromo-APB hydrobromide

solid

Synonym(s):

R(+)-6-Bromo-7,8-dihydroxy-3-allyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C19H20BrNO2 · HBr
CAS Number:
139689-19-3
Molecular Weight:
455.18
MDL number:
MFCD00153774
UNSPSC Code:
12352200
PubChem Substance ID:
24277887
NACRES:
NA.77

form

solid

color

off-white

solubility

ethanol: soluble

storage temp.

2-8°C

SMILES string

Br[H].Oc1cc2[C@H](CN(CCc2c(Br)c1O)CC=C)c3ccccc3

InChI

1S/C19H20BrNO2.BrH/c1-2-9-21-10-8-14-15(11-17(22)19(23)18(14)20)16(12-21)13-6-4-3-5-7-13;/h2-7,11,16,22-23H,1,8-10,12H2;1H/t16-;/m1./s1

InChI key

CTAUBYSSTAODOD-PKLMIRHRSA-N

Gene Information

human ... DRD1(1812)

Biochem/physiol Actions

D1 Dopamine receptor agonist; potent enantiomer.

Caution

Photosensitive

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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J L Neumeyer et al.
Journal of medicinal chemistry, 35(8), 1466-1471 (1992-04-17)
Substituted 1-phenyl-3-benzazepines (e.g., SKF 38393 and fenoldopam) exhibit stereoselectivity in moderately high-affinity binding to and partial agonist activation of D1 dopamine receptors. The 3-allyl (APB) and the 3-allyl-6-chloro (6-Cl-APB) analogues of SKF 38393 are reported to have higher affinity and
Jing Yuan et al.
Nature chemical biology, 5(10), 765-771 (2009-09-08)
Studies of gene function and molecular mechanisms in Plasmodium falciparum are hampered by difficulties in characterizing and measuring phenotypic differences between individual parasites. We screened seven parasite lines for differences in responses to 1,279 bioactive chemicals. Hundreds of compounds were
Phedias Diamandis et al.
Nature chemical biology, 3(5), 268-273 (2007-04-10)
The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain cancer. However, the complete repertoire of signaling pathways that governs the

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