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Merck
CN

205206

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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
228-623-5
MDL number:
Assay:
97%
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InChI key

ADLWOFHKMXUDKF-UHFFFAOYSA-N

InChI

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

SMILES string

Cc1nc(N)nc(O)c1Br

assay

97%

mp

244-246 °C (lit.)

functional group

bromo

General description

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

pictograms

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signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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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P S Morahan et al.
Antiviral research, 15(3), 241-254 (1991-03-01)
The question of whether interferon alpha/beta is the common mechanism of antiviral action of synthetic immunomodulators was investigated in B6C3F1 mice infected with Semliki Forest virus. Mice were treated with various concentrations of normal sheep serum or potent anti-alpha/beta interferon
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
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
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.

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