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12771-68-5

12771-68-5 Structure

12771-68-5 Structure
IdentificationMore
[Name]

Ancymidol
[CAS]

12771-68-5
[Synonyms]

A-CYCLOPROPYL-A(P-METHOXYPHENYL)-5-PYRIMIDINE METHANOL
ALPHA-CYCLOPROPYL-ALPHA-[4-METHOXYPHENYL]-5-PYRIMIDINE-METHANOL
alpha-cyclopropyl-alpha-(4-methoxyphenyl)-5-pyrimidylmethanol
ALPHA-CYCLOPROPYL-ALPHA(P-METHOXYPHENYL)-5-PYRIMIDINE METHANOL
ANCYMIDOL
A-REST
A-REST(R)
CYCLOPROPYL(4-METHOXYPHENYL)-5-PYRIMIDYLMETHANOL
QUEL(R)
REDUCYMOL(R)
5-Pyrimidinemethanol, alpha-cyclopropyl-alpha-(4-methoxyphenyl)-
5-Pyrimidinemethanol, alpha-cyclopropyl-alpha-(p-methoxyphenyl)-
alpha-cyclopropyl-4-methoxy-alpha-(pyrimidin-5-yl)benzylalcohol
alpha-cyclopropyl-4-methoxy-alpha-(pyrimidin-5-yl)-benzylalkohol
alpha-cyclopropyl-alpha-(p-methoxyphenyl)-5-pyrimidinemethano
ancymidole
ancymidolplantcellculturetested
Cyclopropyl(4-methoxyphenyl)5-pyrimidinylmethanol
el-531
quel
[EINECS(EC#)]

235-814-7
[Molecular Formula]

C15H16N2O2
[MDL Number]

MFCD00072501
[Molecular Weight]

256.3
[MOL File]

12771-68-5.mol
Chemical PropertiesBack Directory
[Appearance]

Ancymidol is a white to buff colored crystalline or granular solid. Slightly aromatic odor.
[Melting point ]

110-111°C
[Boiling point ]

399.55°C (rough estimate)
[density ]

1.1055 (rough estimate)
[refractive index ]

1.6280 (estimate)
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

12.62±0.29(Predicted)
[color ]

White to Off-White
[Water Solubility ]

0.65g/L(25 ºC)
[λmax]

272nm(lit.)
[Henry's Law Constant]

9.1×105 mol/(m3Pa) at 25℃, Keshavarz et al. (2022)
[Major Application]

agriculture
[InChI]

InChI=1S/C15H16N2O2/c1-19-14-6-4-12(5-7-14)15(18,11-2-3-11)13-8-16-10-17-9-13/h4-11,18H,2-3H2,1H3
[InChIKey]

HUTDUHSNJYTCAR-UHFFFAOYSA-N
[SMILES]

C(O)(C1C=NC=NC=1)(C1C=CC(OC)=CC=1)C1CC1
[CAS DataBase Reference]

12771-68-5(CAS DataBase Reference)
[NIST Chemistry Reference]

Ancymidol(12771-68-5)
[EPA Substance Registry System]

12771-68-5(EPA Substance)
Safety DataBack Directory
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[RTECS ]

UV9280000
[HS Code ]

2933599590
[Storage Class]

11 - Combustible Solids
[Toxicity]

LD50 in rats, mice (mg/kg): 4500, 5000 orally (Snel, Gramlich)
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

EAM resin adhesive modified with diisocyanate for orthodontias-->Diazinon-->2-Methoxy-6-methyl-4(1H)-pyrimidinone
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Ancymidol(12771-68-5).msds
Hazard InformationBack Directory
[Potential Exposure]

Ancymidol is a plant growth regulator registered for treating container-grown herbaceous plants, ornamental woody shrubs, and bedding plants grown in greenhouses and other plant bedding areas for primarily commercial production. Growth regulator used on plants such as chrysanthemums, certain lilies, and poinsettias effects produced by ancymidol are the result of inhibition of gibberellin biosynthesis. It produces a more compact growth form by suppressing elongation.
[First aid]

Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a oneway valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Medical observation is recommended for 24 to 48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.
[Incompatibilities]

Dust may form explosive mixture with air. Ancymidol may react vigorously with oxidizing agents. Mixtures with concentrated hydrogen peroxide or strong mineral acids (e.g., nitric, sulfuric, perchloric) may cause explosions. Mixtures with hypochlorous acid, lead perchlorate, chlorine, bleaches, including sodium hypochlorite; mixed water/carbon tetrachloride solution; trichloroisocyanuric acid form methyl hypochlorite, which can be explosive, especially when exposed to sunlight or heat. May react with metallic aluminum at high temperature. Flow or agitation of substance may generate electrostatic charges due to low conductivity; ground all equipment containing this material. May attacks some plastics, rubber, and coatings.
[Description]

Ancymidol is a plant growth regulator. It is volatile and moderately soluble in water. It is not persistent in soil systems and generally not persistent in water. It is moderately mobile and so there is a risk of leaching to groundwater under some conditions. It has a moderate mammalian toxicity but is not expected to bioaccumulate. Ancymidol is moderately toxic to fish, aquatic invertebrates, aquatic plants and honeybees, however, it is less toxic to algae and birds.
[Chemical Properties]

Ancymidol is a white to buff colored crystalline or granular solid. Slightly aromatic odor.
[Waste Disposal]

Dispose of contents and container to an approved waste disposal plant. All federal, state, and local environmental regulations must be observed. References
[Uses]

Ancymidol has been used as the cytochrome P450 inhibitor to study its effects on Cyanidioschyzon merolae?strain.
[Uses]

Plant growth regulator.
[Definition]

ChEBI: A tertiary alcohol that is methanol in which the hydrogens attached to the carbon are replaced by cyclopropyl, p-methoxyphenyl and pyrimidin-5-yl groups. By inhibiting gibberellin biosynthesis, ancymidol reduces plant growth, resulting in redu ed internode elongation and thus more compact plants. It is used in the commercial production of a wide variety of container-grown bedding and foliage plants, including chrysanthemums, Easter lilies and poinsettias.
[Production Methods]

While detailed industrial synthesis steps are not widely published, ancymidol is known to be a pyrimidine derivative, specifically alpha-cyclopropyl-α-(4-methoxyphenyl)-5-pyrimidinemethanol. Its production likely involves multi-step organic synthesis, starting with the construction of the pyrimidine ring, followed by functionalisation with a methoxyphenyl group and a cyclopropyl moiety.
[General Description]

Ancymidol, a-cyclopropyl-a-(4-methoxyphenyl)-5-pyrimidinemethanol (EL-53 1), a plant growth retardant is a synthetic pyrimidine analogue. It is also a weak fungitoxic.
[Biochem/physiol Actions]

Ancymidol is a pyrimidine-class plant cell endocrine disruptor plant growth regulator that interferes with gibberellin and cellulose biosynthesis.
[Mechanism of action]

Absorbed by leaves and roots. Gibberellin biosynthesis inhibitor.
[Pesticide Type]

Herbicide; Plant Growth Regulator
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

12771-68-5(sigmaaldrich)
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