| Identification | More | [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 Properties | Back 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 Data | Back 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) |
| Hazard Information | Back 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 |
|
|