2,4-Diamino-6-hydroxypyrimidineA selective GTP cyclohydrolase I inhibitor

2,4-Diamino-6-hydroxypyrimidine (CAS 56-06-4)

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Synonym: DAHP
Application: A selective GTP cyclohydrolase I inhibitor
CAS Number: 56-06-4
Purity: ≥98%
Molecular Weight: 126.12
Molecular Formula: C4H6N4O
* Refer to Certificate of Analysis for lot specific data (including water content).
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2,4-Diamino-6-hydroxypyrimidine is a selective inhibitor of GCH-I (GTP cyclohydrolase I). Suppression of this enzyme by 2,4-Diamino-6-hydroxypyrimidine impedes tetrahydrobiopterin biosynthesis and abolishes both lipopolysaccharide-induced elevation of biopterin levels and lipopolysaccharide-induced NO synthesis. 2,4-Diamino-6-hydroxypyrimidine is also described to inhibit D-erythro-7,8-dihydroneopterintriphosphate synthetase activity.


References

1. Gál, E.M., et al. 1978. Neurochem. Res. 3: 69-88. PMID: 683414
2. Gross, S.S., et al. 1992. J. Biol. Chem. 267: 25722-25729. PMID: 1281471
3. Sung, Y.J., et al. 1994. Int. J. Immunopharmacol. 16: 101-108. PMID: 7514157
4. Li, H.Y., et al. 2002. Crit. Care Med. 30: 2520-2527. PMID: 12441764

Physical State :
Solid
Solubility :
Soluble in DMSO (14 mg/ml), methanol, water (11.5 g/L at 20° C), PBS pH 7.2 (~3.3 mg/ml), ethanol, and DMF (14 mg/ml).
Storage :
Store at 4° C
Melting Point :
285-286° C (lit.)(dec.)
Boiling Point :
523.96° C at 760 mmHg (Predicted)
Density :
1.60 g/cm3 (Predicted)
Refractive Index :
n20D 1.77 (Predicted)
IC50 :
BH4 biosynthesis: IC50 = 0.3 mM (HUVEC50 cells)
pK Values :
pKa: 10.61 (Predicted), pKb: 2.88 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
2944
Merck Index :
14: 2981
MDL Number :
MFCD00006098
EC Number :
200-254-4
Beilstein Registry :
125006
SMILES :
C1(=CC(N=C(N1[H])N([H])[H])=O)N([H])[H]

Download SDS (MSDS)

Certificate of Analysis

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