2-N-tert-butyl-4-N-cyclopropyl-6-(methylsulfanyl)-1,3,5-triazine-2,4-diamine

• ChemBase ID: 158212
• Molecular Formular: C11H19N5S
• Molecular Mass: 253.36706
• Monoisotopic Mass: 253.13611663
• SMILES: CC(C)(C)Nc1nc(nc(n1)SC)NC1CC1
• Canonical SMILES: CSc1nc(NC2CC2)nc(n1)NC(C)(C)C
• InChI: InChI=1S/C11H19N5S/c1-11(2,3)16-9-13-8(12-7-5-6-7)14-10(15-9)17-4/h7H,5-6H2,1-4H3,(H2,12,13,14,15,16)
• InChIKey: HDHLIWCXDDZUFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-N-tert-butyl-4-N-cyclopropyl-6-(methylsulfanyl)-1,3,5-triazine-2,4-diamine
• IUPAC Traditional name: irgarol 1051
• Synonyms: 2-(tert-Butylamino)-4-(cyclopropylamino)-6-(methylthio)-s-triazine; Irgarol®; N-Cyclopropyl-N’-(1,1-dimethylethyl)-6-(methylthio)-1,3,5-triazine-2,4-diamine; 2-(Methylthio)-4-(tert-butylamino)-6-(cyclopropylamino)-s-triazine; Cybutrin; Cybutryne; Irgaguard A 2000; Irgaguard D 1071; Irgarol 1051; Irgarol 1071; Microban Additive IA 1; Nuocide 1051; Irgarol; 2-(叔丁基氨基)-4-(环丙氨基)-6-(甲硫基)-s-三嗪

Database IDs

• CAS Number: 28159-98-0
• EC Number: 248-872-3
• MDL Number: MFCD01863779
• Beilstein Number: 792218
• PubChem SID: 24869798; 162252348
• PubChem CID: 91590

CALCULATED PROPERTIES

• Acid pKa: 14.132777
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.5907629
• LogD (pH = 7.4): 2.9772336
• Log P: 2.9853876
• Molar Refractivity: 76.5229 cm^3
• Polarizability: 27.014685 Å^3
• Polar Surface Area: 62.73 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 128-133°C

Safety Information

• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• UN Number: 3077
• German water hazard class: 2
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 43-50/53
• Safety Statements: 36/37-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H317-H400
• GHS Precautionary statements: P273-P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C11H19N5S

DETAILS

Sigma Aldrich - 46105

Legal Information
Irgarol is a registered trademark of Ciba Specialty Chemicals Corp.
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - I764100

Irgarol is a highly specific and effective inhibitor of photosynthesis. This makes it ideal, combined with its very low water solubility, for use in long-life antifouling coatings for marine applications to prevent the growth of algae.

REFERENCES

• Okamura, H., et al.: J. Environ. Sci. Health, B34, 225 (1999)
• Comber, S., et al.: Sci. Total Environ., 286, 61 (1999)
• Gatidou, G, et al.: Environ. Int., 33, 70 (1999)