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Bitertanol

CAS No.
55179-31-2
Chemical Name:
Bitertanol
Synonyms
BAYCOR;kwg0599;SIBUTOL;R 33986;Baycoral;(1RS,2RS;Biloxuron;biloxazol;BAYMAT(R);AI3-27699
CBNumber:
CB8442457
Molecular Formula:
C20H23N3O2
Molecular Weight:
337.42
MDL Number:
MFCD00055508
MOL File:
55179-31-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-22 18:57:36
Product description Number Pack Size Price
Bitertanol mixture of diastereo isomers 45349 250mg $36.5
Bitertanol B6034 1G $132
Bitertanol B6034 5G $394
Bitertanol ≥98% 24054 250mg $107
Bitertanol ≥98% 24054 500mg $204
More product size

Bitertanol Properties

Melting point 49-50°C
Boiling point 350°C
Density 1.1676 (rough estimate)
vapor pressure A 2.2 x l0-10 (20 °C) B 2.5 x l0-9 (20 °C)
refractive index 1.6200 (estimate)
Flash point 100 °C
storage temp. 2-8°C
solubility Chloroform: slightl soluble,DMSO: Slightly Soluble,Methanol: Slightly Soluble
Water Solubility A 2.7 mg l-1 (20 °C) B 1.1 mg l-1 (20 °C)
pka 13.40±0.20(Predicted)
Merck 13,1301
BRN 620948
Henry's Law Constant 1.2×104 mol/(m3Pa) at 25℃, Mackay et al. (2006)
InChI InChI=1S/C20H23N3O2/c1-20(2,3)18(24)19(23-14-21-13-22-23)25-17-11-9-16(10-12-17)15-7-5-4-6-8-15/h4-14,18-19,24H,1-3H3
InChIKey VGPIBGGRCVEHQZ-UHFFFAOYSA-N
SMILES C(N1N=CN=C1)(C(O)C(C)(C)C)OC1C=CC(C2C=CC=CC=2)=CC=1
FDA UNII GR7Z3Z59G9
NIST Chemistry Reference 1H-1,2,4-triazole-1-ethanol, «beta»-([1,1'-biphenyl]-4-yloxy)-«alpha»-(1,1-dimethylethyl)-(55179-31-2)
Pesticides Freedom of Information Act (FOIA) Baycor
EPA Substance Registry System Bitertanol (55179-31-2)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  T
Risk Statements  22-23
Safety Statements  45
RIDADR  UN 2811
WGK Germany  2
RTECS  XZ4803050
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Toxicity LD50 in rats, male and female mice (mg/kg): >5000, 4488, 4202 orally (Brandes)
NFPA 704
0
4 0

Bitertanol price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 45349 Bitertanol mixture of diastereo isomers 55179-31-2 250mg $36.5 2022-05-15 Buy
TCI Chemical B6034 Bitertanol 55179-31-2 1G $132 2026-04-30 Buy
TCI Chemical B6034 Bitertanol 55179-31-2 5G $394 2026-04-30 Buy
Cayman Chemical 24054 Bitertanol ≥98% 55179-31-2 250mg $107 2026-04-30 Buy
Cayman Chemical 24054 Bitertanol ≥98% 55179-31-2 500mg $204 2026-04-30 Buy
Product number Packaging Price Buy
45349 250mg $36.5 Buy
B6034 1G $132 Buy
B6034 5G $394 Buy
24054 250mg $107 Buy
24054 500mg $204 Buy

Bitertanol Chemical Properties,Uses,Production

Description

Bitertanol is a broad-spectrum triazole fungicide that is active against a variety of fungi, including V. inaequalis and V. pirina, which are responsible for apple and pear scab, respectively, as well as S. mors-uvae and P. ribis, which are responsible for American gooseberry mildew and leaf spot in black currants, respectively. It is active against isolates of V. inaequalis (MICs = 0.6 and 1 μg/ml) but repeated use leads to resistance and cross-resistance (MICs = 9.8-13 μg/ml for bitertanol-resistant isolates). Bitertanol inhibits the cytochrome P450 (CYP450) isoform CYP3A4 (IC50 = 2.74 μM) and inhibits androgenic activity induced by the androgen receptor agonist DHT in a yeast two-hybrid assay (IC50 = 79.85 μM). In rats, bitertanol (10-300 mg/kg, i.p.) increases operant responding on one- and five-minute fixed interval schedules with no effect on motor activity.

Chemical Properties

White Solid

Uses

Agricultural fungicide.

Uses

Bitertanol is used as a seed treatment on winter wheat and barley and as a foliar treatment to control diseases on bananas, ornamentals, fruit and vegetables.

Uses

Bitertanol is a foliar-applied triazole fungicide used to protect tropical and subtropical crops in agriculture, in particular bananas. Bitertanol has effects on behavior that are similar to those of psychomotor stimulants.

Definition

ChEBI: 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol is a member of the class of triazoles that is 3,3-dimethyl-1-(1,2,4-triazol-1-yl)butane-1,2-diol substituted at position O-1 by a biphenyl-4-yl group. It is a member of biphenyls, an aromatic ether, a member of triazoles and a secondary alcohol.

Agricultural Uses

Fungicide: A fungicide used to control a variety of diseases. Used as control for prunes when drying. Not currently registered in the U.S. or EU countries (pending). Used in many European, South American, Far Eastern and African countries, a well as in Australia for use on beans (all types) and various ornamentals. More than 20 global suppliers.

Trade name

BAYCOR®; BAY KWG 0599®; BAYMATSPRAY ®; BILOXAZOL®; KWG 0599®; SIBUTOL®, (with Fuberidazole)

Metabolic pathway

Bitertanol is a mixture of two diastereoisomeric pairs and this complicates its metabolism, each biotransfonnation affording a mixture of isomers. Metabolism has been studied under environmental conditions and in plants and mammals. Degradation in soil and sediments is slow and only small quantities of products (other than CO2 and bound residues) are produced. Most information is available for mammals in which metabolism occurs mainly by oxidative routes followed by conjugation. The information presented below is derived from the UK MAFF Pesticide Safety Directorate (PSD, 1994).

Degradation

The hydrolytic stability of [14C]bitertanowl as measured at pH 4, 7 and 9 over 30 days at 25 and 40 °C. No decomposition was observed and the DT50 was estimated at >1 year at 25 °C.
Aqueous solutions of [14C-triazole]-and [14C-biphenyl]-bitertanol were irradiated for 48 and 72 hours, respectively, using a mercury arc lamp under conditions somewhat exceeding natural sunlight. Calculated DT50 values were 38-52 hours and an estimated environmental DT50 was considered to be 11 days. 4-Hydroxybiphenyl (4) and 1,2,4-triazole (5) were identified as major photolysis products accounting for 12% and 53% of the radioactivity, respectively. These are shown in Scheme 1. At least six minor products were detected but these were not identified.
Very little degradation occurred under soil surface photolysis conditions simulating natural sunlight. No discrete products were detected. Bound residue increased to only 5% of the total over 35 days.

References

[1] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[2] P. HILDEBRAND. Resistance of Venturia inaequalis to bitertanol and other demethylation-inhibiting fungicides[J]. Canadian Journal of Plant Pathology-revue Canadienne De Phytopathologie, 1988, 20 1: 311-316. DOI: 10.1080/07060668809501704
[3] XUAN LV . Effects of triazole fungicides on androgenic disruption and CYP3A4 enzyme activity[J]. Environmental Pollution, 2017, 222: Pages 504-512. DOI: 10.1016/j.envpol.2016.11.051
[4] ANGELA R. ALLEN  Robert C M. Bitertanol, A triazole fungicide, increases operant responding but not motor activity[J]. Neurotoxicology and teratology, 1993, 15 4: Pages 237-242. DOI: 10.1016/0892-0362(93)90004-8

555-31-7
43121-37-5
55179-31-2
Synthesis of Bitertanol from Aluminium isopropoxide and 1-([1,1'-biphenyl]-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one
Global( 140)Suppliers
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Hebei Chuanghai Biotechnology Co,.LTD
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SUZHOU SENFEIDA CHEMICAL CO.,LTD
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Changzhou AniKare Pharmatech Co., Ltd.
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View Lastest Price from Bitertanol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bitertanol pictures 2026-04-22 Bitertanol
55179-31-2
US $30.00-64.00 / mg 99.88% 10g TargetMol Chemicals Inc.
Bitertanol pictures 2025-05-26 Bitertanol
55179-31-2
US $10.70 / KG 10KG 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
  • Bitertanol pictures
  • Bitertanol
    55179-31-2
  • US $30.00-64.00 / mg
  • 99.88%
  • TargetMol Chemicals Inc.
  • Bitertanol pictures
  • Bitertanol
    55179-31-2
  • US $10.70 / KG
  • 99%
  • Hebei Chuanghai Biotechnology Co,.LTD

Bitertanol Spectrum

1-(4-phenylphenoxy)-1-(1,2,4-triazole-1)-3,3-dimethylbutan-2-ol 1h-1,2,4-triazole-1-ethanol,beta-((1,1’-biphenyl)-4-yloxy)-alpha-(1,1-dimethyl baycor25wp baymat-spray 3,3-DIMETHYL-1-(4-PHENYLPHENOXY)-1-(1,2,4-TRIAZOL-1-YL)BUTAN-2-OL 1-[(1,1'-biphenyl)-4-yloxyl]-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanol 1RS,2RS)-1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-l-yl)butan-2-ol beta-([1,1'-biphenyl]-4-yloxy)-alpha-tert-butyl-1H-1,2,4-triazol-1-ethanol b-([1,1'-Biphenyl]-4-yloxy)-a-tert-butyl-1H-1,2,4-triazol-1-ethanol 1-(4-Biphenylyloxy)-3,3-dimethyl-1-(1H-1,2,4-triazole-1-yl)-2-butanol 1-(Biphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanol Baycoral Biloxuron ALL-RAC-1-(BIPHENYL-4-YLOXY)-3,3-DIMETHYL-1-(1H-1,2,4-TRIAZOL-1-YL)BUTAN-2-OL Bitertanol Standard Bay KWG 0599 (Bayer) Baycor(Bayer) BITERTANOL MIXTURE OF DIASTEREOMERS,PEST BAYCOR, 100MG, NEAT SS-([1,1'-BIPHENYL]-4-YLOXY)-A-(1,1-DIMETHYLETHYL)-1H-1,2,4-TRIAZOLE-1-ETHANOL bitertanol (bsi,iso) (1RS,2RS (1RS,2RS:1RS,2RS)-1-(BIPHENYL-4-YLOXY)-3,3-DIMETHYL-1-(1H-1,2,4-TRIAZOL-1-YL)BUTAN-2-OL BITERTANOL;BAYCOR;BILOXAZOL;KWG 0599 beta-((1,1’-biphenyl)-4-yloxy)-alpha-(1,1-dimethylethyl)-1h-1,2,4-triazole-1 biloxazol kwg0599 BITERTANOL BETA([1,1'BIPHENYL]-4-YLOXY)-I-(1,1-DIMETHYL-ETHYL)R-1H-1,2,4-TRIAZOLE-1-ETHANOL BAYCOR (TM) BAYCOR BAYMAT(R) BAY KWG 0599 B-([1,1'-BIPHENYL]-4-YLOXY)-A-(1,1-DIMETHYL-ETHYL)-1H-1,2,4-TRIAZOLE-1-ETHANOL SIBUTOL(R) SIBUTOL 1RS,2RS)-1-(Biphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol Baycor (TM) 100mg [55179-31-2] Baycor DC 300 β-([1,1'-Biphenyl]-4-yloxy)-α-(1,1-diMethylethyl)-1H-1,2,4-triazole-1-ethanol 1-([1,1'-biphenyl]-4-yloxy)-3,3-diMethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol Bitertanol 1 Bitertanol @100 μg/mL in MeOH Bitertanol@1000 μg/mL in Acetone Bitertanol Solution 1H-1,2,4-Triazole-1-ethanol, β-([1,1'-biphenyl]-4-yloxy)-α-(1,1-dimethylethyl)- 55179-31-2 Bitertanol AI3-27699 Caswell No. 334B R 33986 Bitertanol Solution in Methanol Bitertanol in Acetone Bitertanol in Methanol Bitertanol 10.0 μg/ml Ethyl acetate Bitertanol 100 μg/ml Acetonitrile L10660000ALBitertanoL10μg/mLin Acetonitrile Bitertanol, 10 mM in DMSO Bitertanol 10 μg/mL in Acetonitrile