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Merck
CN

B6272

8-Bromoadenosine

powder

Synonym(s):

6-Amino-8-bromopurine riboside, 8-Bromoadenine-9-β-D-ribofuranoside

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About This Item

Empirical Formula (Hill Notation):
C10H12BrN5O4
CAS Number:
2946-39-6
Molecular Weight:
346.14
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
24891901
EC Number:
220-959-0
Beilstein/REAXYS Number:
627737
MDL number:
MFCD00005733
Assay:
≥98% (HPLC)
Form:
powder
Solubility:
1 M HCl: 49-51 mg/mL, clear, colorless to faintly yellow
Storage temp.:
−20°C

Key Documents

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InChI key

VJUPMOPLUQHMLE-UUOKFMHZSA-N

InChI

1S/C10H12BrN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1

SMILES string

Nc1ncnc2n([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c(Br)nc12

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -55 to -50°, c = 22-28 mg/mL in DMSO

color

white

mp

210-212 °C (dec.) (lit.)

solubility

1 M HCl: 49-51 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

Quality Level

200

Gene Information

rat ... Adora2a(25369)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
128M4128V
057M4014V
13140906
026M4105V
125M4110V

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Jose P Carrascosa et al.
Reproductive sciences (Thousand Oaks, Calif.), 25(7), 985-999 (2017-10-07)
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Clara Lazzaretti et al.
Reproductive biomedicine online, 38(5), 816-824 (2019-03-27)
What is the cumulative effect of two follicle-stimulating hormone receptor (FSHR) mutations in spontaneous ovarian hyperstimulation syndrome (sOHSS) pathogenesis? Are these mutations in the mono- or biallelic state? Two FSHR mutations were found in a pregnant patient affected by sOHSS
Ruban Rex Peter Durairaj et al.
Molecular human reproduction, 23(7), 478-487 (2017-04-13)
Is implantation failure following ART associated with a perturbed decidual response in endometrial stromal cells (EnSCs)? Dynamic changes in the secretome of decidualizing EnSCs underpin the transition of a hostile to a supportive endometrial microenvironment for embryo implantation; perturbation in
Chryssostomos Chatgilialoglu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 10(5), 1249-1255 (2004-03-10)
The reaction of hydrated electrons (e(-)(aq) with 8-bromoadenosine 7 has been investigated by radiolytic methods coupled with product studies. Pulse radiolysis revealed that one-electron reductive cleavage of the C-Br bond gives the C8 radical 8 followed by a fast radical
Monir Hossain et al.
BMB reports, 53(3), 142-147 (2019-08-14)
Lipid accumulation in white adipose tissue is the key contributor to the obesity and orchestrates numerous metabolic health problems such as type 2 diabetes, hypertension, atherosclerosis, and cancer. Nonetheless, the prevention and treatment of obesity are still inadequate. Recently, scientists
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