1-phenyl-3-(1,2,3-thiadiazol-5-yl)urea

• ChemBase ID: 133085
• Molecular Formular: C9H8N4OS
• Molecular Mass: 220.25102
• Monoisotopic Mass: 220.0418819
• SMILES: c1ccc(cc1)NC(=O)Nc1cnns1
• Canonical SMILES: O=C(Nc1cnns1)Nc1ccccc1
• InChI: InChI=1S/C9H8N4OS/c14-9(12-8-6-10-13-15-8)11-7-4-2-1-3-5-7/h1-6H,(H2,11,12,14)
• InChIKey: HFCYZXMHUIHAQI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-phenyl-3-(1,2,3-thiadiazol-5-yl)urea
• IUPAC Traditional name: thidiazuron
• Synonyms: N-Phenyl-N'-1,2,3-thiadiazol-5-ylurea; 1-Phenyl-3-(1,2,3-thiadiazol-5-yl)urea; Avguron; CCG-24904; Dropp; Dropp SC; Lift; SN 49537; TAG; TAG (plant growth regulator); Thidiazuron; TDZ; Thidiazuron; 250MG - Thidiauron; 脱叶灵; 脱叶灵; 噻苯隆

Database IDs

• CAS Number: 51707-55-2
• EC Number: 257-356-7
• MDL Number: MFCD00078723
• Beilstein Number: 1078092
• PubChem SID: 24899144; 24869250; 162227362; 24898652
• PubChem CID: 40087

CALCULATED PROPERTIES

• Acid pKa: 8.931865
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.8732353
• LogD (pH = 7.4): 1.861446
• Log P: 1.8733888
• Molar Refractivity: 59.5107 cm^3
• Polarizability: 21.087486 Å^3
• Polar Surface Area: 66.91 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: YU1395000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 22-26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 250 mg
• Suitability: plant cell culture tested
• Empirical Formula (Hill Notation): C9H8N4OS

DETAILS

Sigma Aldrich - P6186

Application
Thidiazuron (TDZ) is a plant growth regulator used in micropropagations to supplement media such as Murashige and Skoog medium. TDZ promotes plant organogenesis (shoot regeneration) and plant regeneration. Thidiazuron (TDZ) enables the production of virus-free stock plants, speeds up breeding, and provides new genotypes for the market.

Sigma Aldrich - 45686

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - T344275

Thidiazuron is a non-purine containing urea derivative with cytokinin activity. Thidiazuron is used as a cotton defoliant and a plant growth regulator in tissue culture.

REFERENCES

• Orlikowska, T., et al.: Plant Cell Tissue Org. Cult., 59, 95 (1999)
• Ray, T., et al.: Mol. Biol., 6, 35 (1999)
• Kanwar, J., et al.: Hort Sci., 2008, 35, 35 (1999)