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Diaveridine

CAT: 0013-GTR19162119-02Size: 1 gDry Ice: NoHazardous: No
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Description
Diaveridine (DVD) is a popular antibacterial synergist that is widely used in combination with sulfonamide. It has been reported to be genotoxic to mammalian cells, but more studies are required to clarify this. (In Vitro) :Diaveridine is a dihydrofolate reductase (DHFR) inhibitor with a Ki of 11.5 nM for the wild type DHFR and also an antibacterial agent. Treatments with Diaveridine for 90 min have a strong bactericidal effect on S. typhimurium TA1535, and no bacterial growth is observed at 10μg/mL or more. Without metabolic activation, treatment with Diaveridine for 48 h, but not 24 h, causes a dose-dependent, significant increase in the frequency of aberrant metaphases. At 100 μg/mL, 60% of the metaphases contain chromosome aberrations. (In Vivo) :The sperm abnormality of the Diaveridine (DVD) treatment groups at all dose levels (Diaveridine, 128 to 512 mg/kg) shows no significant differences compare with the negative control group. There are no significant differences of micronucleus between the negative control group and the Diaveridine treatment groups (Diaveridine, 128 to 512 mg/kg) . The chromosome aberration of the Diaveridine treatment groups at all dose levels and the negative control group are significantly lower than those in the positive control group treated with cyclophosphamide (P<0.05), indicating that Diaveridine at the doses studied does not cause abnormal chromosome aberration. The results demonstrate that the Diaveridine administration does not produce significant changes in the ratio of organ-to-body weight, compare with the negative control group in the end period of the study.
CAS Number
5355-16-8
Product Name Alternative
AI3-23935 | AI323935 | AI3 23935 | CCRIS 3784 | CCRIS3784 | CCRIS-3784 | Diaveridin
Purity
>98% (HPLC)
Solubility
DMSO: > 10 mM
Smiles
NC1=NC=C (CC2=CC=C (OC) C (OC) =C2) C (N) =N1
Molecular Formula
C13H16N4O2
Molecular Weight
260.29
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
5- (3,4-dimethoxybenzyl) pyrimidine-2,4-diamine

Chemical Information

Diaveridine

Diaveridine is an aminopyrimidine in which the pyrimidine ring carries amino substituents at C-2 and C-4 and a 3,4-dimethoxybenzyl group at C-5. A folic acid antagonist, it is used as a synergist with sulfonamides against the parasitic Eimeria species. It has a role as an antiparasitic agent and a drug allergen.

CAS Number5355-16-8
PubChem CID21453
IUPAC Name5-[(3,4-dimethoxyphenyl)methyl]pyrimidine-2,4-diamine
Molecular FormulaC13H16N4O2
Molecular Weight260.29
XLogP1
Topological Polar Surface Area96.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Heavy Atom Count19
Formal Charge0
Complexity279
SMILES
COC1=C(C=C(C=C1)CC2=CN=C(N=C2N)N)OC
InChI
InChI=1S/C13H16N4O2/c1-18-10-4-3-8(6-11(10)19-2)5-9-7-16-13(15)17-12(9)14/h3-4,6-7H,5H2,1-2H3,(H4,14,15,16,17)
InChIKey
LDBTVAXGKYIFHO-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Diaveridine
CAS: 5355-16-8
CID: 21453
Formula: C13H16N4O2
MW: 260.29
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight260.29
XLogP31
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass260.12732577
Monoisotopic Mass260.12732577
Topological Polar Surface Area96.3 Ų
Heavy Atom Count19
Formal Charge0
Complexity279
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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