Pyrimethanil

ID: ALA540677

Chembl Id: CHEMBL540677

Cas Number: 53112-28-0

PubChem CID: 91650

Product Number: P114998

Max Phase: Preclinical

Molecular Formula: C12H13N3

Molecular Weight: 199.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Pyrimethanil | Pyrimethanil|53112-28-0|4,6-dimethyl-N-phenyl-2-pyrimidinamine|4,6-dimethyl-N-phenylpyrimidin-2-amine|Pyrimethanil [ISO]|2-Anilino-4,6-dimethylpyrimidine|2-Pyrimidinamine, 4,6-dimethyl-N-phenyl-|Scala|6IA5HP6C8Z|4,6-dimethyl-N-phenyl-pyrimidin-2-amine|CHEBI:8674|DTXSID8034877|MFCD00172113|N-(4,6-dimethylpyrimidin-2-yl)aniline|Pyrimethanil 100 microg/mL in Methanol|Pyrimethanil 10 microg/mL in Cyclohexane|SN 100309|4,6-dimethyl-~{N}-phenyl-pyrimidin-2-amine|HSDB 6916|UNII-6IA5HP6C8Show More⌵

Canonical SMILES:  Cc1cc(C)nc(Nc2ccccc2)n1

Standard InChI:  InChI=1S/C12H13N3/c1-9-8-10(2)14-12(13-9)15-11-6-4-3-5-7-11/h3-8H,1-2H3,(H,13,14,15)

Standard InChI Key:  ZLIBICFPKPWGIZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA540677

   PYRIMETHANIL

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 199.26

Molecular Weight (Monoisotopic): 199.1109

AlogP: 2.84

#Rotatable Bonds: 2

Polar Surface Area: 37.81

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.67

CX Basic pKa: 3.44

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.81

Np Likeness Score: -1.53

References

1. Liu XH, Shi YX, Ma Y, Zhang CY, Dong WL, Pan L, Wang BL, Li BJ, Li ZM..  (2009)  Synthesis, antifungal activities and 3D-QSAR study of N-(5-substituted-1,3,4-thiadiazol-2-yl)cyclopropanecarboxamides.,  44  (7): [PMID:19246128] [10.1016/j.ejmech.2009.01.012]

2. PubChem BioAssay data set, 

3. Li JJ, Liang XM, Jin SH, Zhang JJ, Yuan HZ, Qi SH, Chen FH, Wang DQ..  (2010)  Synthesis, fungicidal activity, and structure-activity relationship of spiro-compounds containing macrolactam (macrolactone) and thiadiazoline rings.,  58  (5): [PMID:20041703] [10.1021/jf903665f]

4. Li SK, Ji ZQ, Zhang JW, Guo ZY, Wu WJ..  (2010)  Synthesis of 1-acyl-3-isopropenylbenzimidazolone derivatives and their activity against Botrytis cinerea.,  58  (5): [PMID:20102200] [10.1021/jf903855y]

5. Li Y, Li BJ, Ling Y, Miao HJ, Shi YX, Yang XL..  (2010)  Synthesis and fungicidal activity of aryl carbamic acid-5-aryl-2-furanmethyl ester.,  58  (5): [PMID:20151651] [10.1021/jf9043277]

6. Li XH, Wu DC, Qi ZQ, Li XW, Gu ZM, Wei SH, Zhang Y, Wang YZ, Ji MS..  (2010)  Synthesis, fungicidal activity, and structure-activity relationship of 2-oxo- and 2-hydroxycycloalkylsulfonamides.,  58  (21): [PMID:20929233] [10.1021/jf102348x]

7. Cui ZN, Shi YX, Zhang L, Ling Y, Li BJ, Nishida Y, Yang XL..  (2012)  Synthesis and fungicidal activity of novel 2,5-disubstituted-1,3,4-oxadiazole derivatives.,  60  (47): [PMID:23134289] [10.1021/jf303807a]

8. Sun L, Wu J, Zhang L, Luo M, Sun D..  (2011)  Synthesis and Antifungal Activities of Some Novel Pyrimidine Derivatives,  16  (7): [10.3390/molecules16075618]

9. Sadło S..  (2002)  Disappearance of pyrimethanil residues on tomato plants.,  50  (5): [PMID:11853486] [10.1021/jf010570y]

10. Leroux P, Gredt M, Remuson F, Micoud A, Walker AS..  (2013)  Fungicide resistance status in French populations of the wheat eyespot fungi Oculimacula acuformis and Oculimacula yallundae.,  69  (1): [PMID:23073993] [10.1002/ps.3408]

11. Waly MA, Bader-Eldien ET, Aboudobarah ME, Aboumosalam ET.  (2013)  Synthesis and fungicidal evaluation of some new anilinopyrimidine derivatives,  22  (11): [10.1007/s00044-013-0535-2]

12. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays