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205206

Sigma-Aldrich

2-Amino-5-bromo-6-methyl-4-pyrimidinol

97%

Synonym(s):

5-Bromo-6-methylisocytosine

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About This Item

Empirical Formula (Hill Notation):
C5H6BrN3O
CAS Number:
Molecular Weight:
204.02
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

mp

244-246 °C (lit.)

functional group

bromo

SMILES string

Cc1nc(N)nc(O)c1Br

InChI

1S/C5H6BrN3O/c1-2-3(6)4(10)9-5(7)8-2/h1H3,(H3,7,8,9,10)

InChI key

ADLWOFHKMXUDKF-UHFFFAOYSA-N

General description

2-Amino-5-bromo-6-methyl-4-pyrimidinol induced high levels of serum interferon in mice.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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D A Stringfellow et al.
Journal of interferon research, 1(1), 1-14 (1980-01-01)
The interferon inducing characteristics of a new series of 6-phenyl pyrimidinol compounds are described and compared against a previously identified pyrimidine, 2-amino-5-bromo-6-methyl-4-pyrimidinol (ABMP). Interestingly, a split in ability to induce interferon but not in vivo antiviral activity was observed in
D A Stringfellow
Antimicrobial agents and chemotherapy, 17(3), 455-460 (1980-03-01)
Prostaglandins enhanced the interferon response and therapeutic activity of interferon inducers in Friend leukemia virus-infected mice. A similar enhancement in interfron responsiveness but not antiviral activity was observed in mice infected with rapidly acute viruses.
M V Merritt et al.
Immunopharmacology, 5(1), 49-64 (1982-10-01)
We have used spin labeling, fluorescence polarization, and chemical analysis to characterize membrane properties of thymocytes from mice treated with immunomodulatory drugs. The number of thymocytes was reduced 90-95% by treatment of 6-9 week old mice with hydrocortisone acetate (HCA)
D A Stringfellow
Antimicrobial agents and chemotherapy, 11(6), 984-992 (1977-06-01)
2-Amino-5-bromo-6-methyl-4-pyrimidinol (U-25,166), polyinosinic acid-polycytidylic acid [poly(I:C)], and tilorone HCl induced high levels of serum interferon in mice. Each consequently protected mice against infection with several viruses. After daily injection of inducer, mice developed a reduced interferon response (hyporeactivity) to each
L S Anthony et al.
Clinical and investigative medicine. Medecine clinique et experimentale, 7(4), 343-348 (1984-01-01)
The modulation of murine host resistance to infection with Listeria monocytogenes by the substituted pyrimidine anti-viral compounds, 2-amino-5-bromo-6-methyl-4-pyrimidinol (ABMP), 2-amino-5-bromo-6-phenyl-4-pyrimidinol (ABPP) and 2-amino-5-iodo-6-phenyl-4-pyrimidinol (AIPP) was investigated. BAF1 mice given three daily injections of ABMP, ABPP (as well as of the

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