Paclobutrazol

HCID 73671CAS 66346-05-2

Basic information

Standard SMILES
CC(C)(C)[C@H](O)[C@H](Cc1ccc(Cl)cc1)n1cncn1
InChIKey
RMOGWMIKYWRTKW-KGLIPLIRSA-N
Molecular formula
C15H20ClN3O
Average molar mass
293.79 g/mol

Overview

(S,S)-paclobutrazol is a 1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pentan-3-ol in which both stereocentres have S configuration. It is an enantiomer of a (R,R)-paclobutrazol.

Names & identifiers

Preferred name
Paclobutrazol
IUPAC
(2S,3S)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pentan-3-ol
English name
Paclobutrazol
Molecular formula
C15H20ClN3O
Molecular weight
293.79

Names & synonyms

PaclobutrazolBonzi76738-62-0FriazoleClipper 50WP6PLV42R3ZATrimmitCultarParlay(2S,3S)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pentan-3-olDTXSID20242421H-1,2,4-Triazole-1-ethanol, beta-((4-chlorophenyl)methyl)-alpha-(1,1-dimethylethyl)-, (alphaR,betaR)-rel-
Show more names
pp333(2S,3S)-1-(4-Chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pentan-3-olBONZI(R)duoxiaozuo1-tert-Butyl-2-(p-chlorobenzyl)-2-(1,2,4-triazol-1-yl)ethanolCulterSmarect
DTXCID50196503RefChem:858277CHEBI:73162616-379-6paclobutrazol (ISO); (2RS,3RS)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pentan-3-ol1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pentan-3-olCaswell No. 628C66346-05-2

Database identifiers

CAS
66346-05-2、76738-62-0
PubChem CID
73671
DTXSID
DTXSID2024242
ChEMBL
CHEMBL1897373
ChEBI
CHEBI:139344
UNII
3EF5QC8G5W、6PLV42R3ZA
EC Number
616-379-6、927-876-5
Nikkaji
J646.519F

Properties

Computed structural properties

XLogP
3.2
Topological polar surface area
50.9 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
5
Heavy atoms
20

Experimental & physicochemical properties

Pesticides · 4 items

Pesticide -> EPA IRIS

Plant Growth Regulators

Active substance -> EU Pesticides database: Approved

Pesticide (Paclobutrazol) -> USDA PDB

Ionization Efficiency · 6 items

Positive

3.79

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

Collision Cross Section · 3 items

171.5 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID2024242]

168.73 Ų [M+H]+ [CCS Type: TW]

177.82 Ų [M+Cl]-

Physicochemical properties

Melting point
165 · 165-166°C
Boiling point
460.9 · 460.9±55.0 °C(Predicted)
Density
1.22 · 1.22
storage temp.
0 · 0-6°C
solubility
10 mg/ml,DMSO: · DMF: 10 mg/ml,DMSO: 10 mg/ml,Ethanol: 10 mg/ml,Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
pka
13.92 · 13.92±0.20(Predicted)

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P304+P340, P305+P351+P338, P317, P318, P330, P337+P317, P391, P405, and P501 (click each P-code to see the statement)

Danger

H228 (50%): Flammable solid [Danger Flammable solids]

P203, P210, P240, P241, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 4 items

Commission Regulation (EC) No 33/2008

Paclobutrazol is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

2011/55/EU, Reg. (EU) 2018/155, Reg. (EU) 2023/918, Reg. (EU) 2026/1421, Reg. (EU) No 2018/1266, Reg. (EU) No 540/2011

Paclobutrazol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1H-1,2,4-Triazole-1-ethanol, .beta.-[(4-chlorophenyl)methyl]-.alpha.-(1,1-dimethylethyl)-, (R*,R*)-(.+-.)-: Environment tier I assessment
Hazard Classes and Categories · 3 items

Flam. Sol. 1 (50%)

Reproductive toxicity - category 2

Repr. 2

Toxicology

Target OrgansHepatic
EPA IRIS Information · 3 items

Paclobutrazol

Hepatic

1.3 x 10 ^-2 mg/kg-day

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
RAIS Toxicity Values · 4 items

0.3

OPP

0.013

IRIS Current

EPA Human Health Benchmarks for Pesticides · 6 items

Paclobutrazol

0.3

2000

Children

0.11

650

Hazard Quotient Level 0.1 or Cancer Risk Level 1E-06 · 6 items

8.20e+02

1.10e+04

2.30e+02

2.00e+02

4.60e-01

1.30e-02

Safety data

wgk
3
rtecs
XZ4803300
ridadr
UN1325 4.1/PG 2
hs_code
29339900
risk_code
22-21/22-11
Signal word
Danger

Chemistry & industry

Uses & manufacturing

UsesThis is a man-made compound that is used as a pesticide.
Applications · 4 items

Uses1. Paclobutrazol belongs to azole plant growth regulators, being the biosynthetic inhibitors of the endogenous gibberellin. It has effects of hindering plant growth and shortening the pitch. For example, being used in rice can improve the activity of indole acetic acid oxidase, reduce the level of endogenous IAA in rice seedlings, significantly control the growth rate of the top of the rice seedlings, promote leaf, make the leaves dark green, the root system developed, reduce the lodging and increase the production amount. The general control rate is up to 30%; leaf promotion rate is 50% to 100%, and the production increase rate is 35%. Being used in peach, pear, citrus, apples and other fruit trees can be used to shorten the tree. Geranium, poinsettia and some ornamental shrubs, when treated with paclobutrazol, have their plant type be adjusted, giving higher ornamental value. Cultivation of greenhouse vegetables such as tomatoes and rape gives a strong seedling effect. 2. Cultivation of late rice can strengthen the seedling, during the one-leaf/one-heart stage, dry out the seedling water in the field and apply 100~300mg/L of PPA solution for uniform spraying in 15kg/100m2. Control the excessive growth of the machine transplanting rice seedlings. Apply 150 kg of 100 mg/L paclobutrazol solution for soaking 100kg of rice seeds for 36h. Apply germination and sowing with a 35d seedling age and controlling the seedling height not higher than 25cm. When used for the branch control and fruit protection of the fruit tree, it should be usually performed in late autumn or spring with each fruit tree subjecting to injection of 500 mL of 300mg/L paclobutrazol drug solution, or subjecting to uniform irrigation along the 5~10cm place of the soil surface around the 1/2 crown radius. Apply 15% wettability powder 98g/100m2 or so. Apply the 100 m2 paclobutrazol with an active ingredient of 1.2~1.8 g/100m2, being able to shorten the base intersection of the winter wheat and strengthen the stem. 3. Paclobutrazol also has effect against the rice blast, cotton red rot, cereal smut, wheat and the rust of other crops as well as powdery mildew, etc. It can also used for fruit preservatives. In addition, within a certain amount, it also has inhibitory effect against some single, dicotyledonous weeds. 4. Paclobutrazol is a novel plant growth regulator, being able to inhibit the formation of gibberellin derivatives, reducing the plant cell division and elongation. It can be easily absorbed by roots, stems and leaves and conducted through the xylem of the plant with bactericidal effect. It has extensive activity on the Gramineae plants, being able to make the plant stems become short stalks, reduce the lodging and increase the yield. 5. It is a novel, high efficiency, low toxicity plant growth regulator with broad-spectrum bactericidal effect. 6. Fixed consumption amount o

DescriptionPaclobutrazol (PBZ) is a triazole-containing plant growth retardant that is known to inhibit the biosynthesis of gibberellins. It also has antifungal activities. PBZ, which is transported acropetally in plants, can also suppress the synthesis of abscisic acid and induce chilling tolerance in plants. PBZ is typically used to support research on the role of gibberellins in plant biology.

UsesPaclobutrazol is a triazole fungicide used as an plant growth retardant in inhibiting gibberellin biosynthesis.

UsesPlant growth regulator.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]

Additional notes

DefinitionChEBI: (R,R)-paclobutrazol is a 1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pentan-3-ol in which both stereocentres have R configuration. It is an enantiomer of a (S,S)-paclobutrazol.

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