CAS 1596-84-5|Daminozide
| Common Name | Daminozide | ||
|---|---|---|---|
| CAS Number | 1596-84-5 | Molecular Weight | 160.171 |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 329.5±44.0 °C at 760 mmHg |
| Molecular Formula | C6H12N2O3 | Melting Point | 162-164 °C(lit.) |
| MSDS | ChineseUSA | Flash Point | 153.1±28.4 °C |
Names
| Name | daminozide |
|---|---|
| Synonym | More Synonyms |
Daminozide BiologicalActivity
| Description | Daminozide(DMASA; DIMG; B 995), a plant growth regulator, selectively inhibits the KDM2/7 JmjC subfamily.IC50 Value: Target: KDM2/7 JmjCInhibition of shoot elongation in dwarf and tall peas by the 1,1-dimethylhydrazide of succinic acid (B-995) was correlated with the inhibition of the oxidation of tryptamine-2-C(14) to indoleacetaldehyde-2-C(14) in homogenates prepared from epicotyls of young plants treated with B-995. The growth-retarding action of B-995 is attributed to the formation of 1,1-dimethylhydrazine in vivo. This hydrazine strongly inhibited tryptamine oxidation by pea epicotyl homogenates[1]. Daminozide (N-(dimethylamino)succinamic acid, 160 Da), a plant growth regulator, selectively inhibits the KDM2/7 JmjC subfamily[2].in vitro: Essential oil content increased with increasing levels of gibberellins and decreased when gibberellin biosynthesis was blocked withdaminozide. With increasing levels of gibberellins, 1,8-cineole and camphor contents increased. Daminozide blocked the accumulation of alpha- and beta-thujone.[3].in vivo: |
|---|---|
| Related Catalog | Signaling Pathways >>Epigenetics >>Histone DemethylaseResearch Areas >>Cancer |
| References | [1]. Rose NR, Woon EC, Tumber A, Plant growth regulator daminozide is a selective inhibitor of human KDM2/7 histone demethylases. J Med Chem. 2012 Jul 26;55(14):6639-43. [2]. Schmiderer C, et al. Influence of gibberellin and daminozide on the expression of terpene synthases and on monoterpenes in common sage (Salvia officinalis). J Plant Physiol. 2010 Jul 1;167(10):779-86. [3]. Reed DJ, Moore TC, Anderson JD. Plant Growth Retardant B-995: A Possible Mode of Action. Science. 1965 Jun 11;148(3676):1469-71. |
Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 329.5±44.0 °C at 760 mmHg |
| Melting Point | 162-164 °C(lit.) |
| Molecular Formula | C6H12N2O3 |
| Molecular Weight | 160.171 |
| Flash Point | 153.1±28.4 °C |
| Exact Mass | 160.084793 |
| PSA | 69.64000 |
| LogP | -0.50 |
| Vapour Pressure | 0.0±1.6 mmHg at 25°C |
| Index of Refraction | 1.497 |
| InChIKey | NOQGZXFMHARMLW-UHFFFAOYSA-N |
| SMILES | CN(C)NC(=O)CCC(=O)O |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents, strong bases, strong acids, wetting agents, oils, copper-containing compounds. |
| Water Solubility | 100 g/L |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 8400 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LC50 - Lethal concentration, 50 percent kill
- ROUTE OF EXPOSURE :
- Inhalation
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- >147 gm/m3/1H
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 6300 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1325 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Administration onto the skin
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- >5 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Unreported
- SPECIES OBSERVED :
- Mammal - species unspecified
- DOSE/DURATION :
- 8400 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 182 gm/kg/2Y-C
- TOXIC EFFECTS :
- Tumorigenic - Carcinogenic by RTECS criteria Reproductive - Tumorigenic effects - uterine tumors
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 2600 gm/kg/62W-C
- TOXIC EFFECTS :
- Tumorigenic - Carcinogenic by RTECS criteria Vascular - tumors Lungs, Thorax, or Respiration - tumors
- TYPE OF TEST :
- TD - Toxic dose (other than lowest)
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 873 gm/kg/2Y-C
- TOXIC EFFECTS :
- Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors
MUTATION DATA - TYPE OF TEST :
- Mutation in mammalian somatic cells
- TEST SYSTEM :
- Rodent - mouse Lymphocyte
- DOSE/DURATION :
- 156 mg/L
- REFERENCE :
- EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 12,85,1988 *** REVIEWS *** TOXICOLOGY REVIEW MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 39,111,1977 TOXICOLOGY REVIEW FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,95,1979 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989
- TYPE OF TEST :
- Mutation in mammalian somatic cells
- TEST SYSTEM :
- Rodent - mouse Lymphocyte
- DOSE/DURATION :
- 156 mg/L
- REFERENCE :
- EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 12,85,1988 *** REVIEWS *** TOXICOLOGY REVIEW MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 39,111,1977 TOXICOLOGY REVIEW FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,95,1979 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xn:Harmful; |
| Risk Phrases | R40 |
| Safety Phrases | S36/37 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 2 |
| RTECS | WM9625000 |
| HS Code | 2928000031 |
Customs
| HS Code | 2928000031 |
|---|---|
| Summary | 2928000031 4-(2,2-dimethylhydrazinyl)-4-oxobutanoic acid。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:20.0% |
Articles25
More Articles| Multiresidue analysis of plant growth regulators in grapes by triple quadrupole and quadrupole-time of flight-based liquid chromatography/mass spectrometry. J. AOAC Int. 94(6) , 1715-21, (2011) A selective and sensitive LC-MS/MS method is presented for simultaneous determination of 12 plant growth regulators, viz., indol-3-acetic acid, indol-3-butyric acid, kinetin, zeatin, 6-benzyl aminopur... | |
| Lack of carcinogenicity of daminozide, alone or in combination with its contaminant 1,1-dimethylhydrazine, in a medium-term bioassay. Teratog. Carcinog. Mutagen. 15(6) , 307-12, (1995) The carcinogenicity of daminozide (succinic acid-2,2-dimethylhydrazide; Alar), a plant growth regulator used primarily in apple orchards, has been the subject of recent investigations by several natio... | |
| Heterogeneous photocatalysed degradation of two selected pesticide derivatives, triclopyr and daminozid in aqueous suspensions of titanium dioxide. J. Environ. Manage. 80(2) , 99-106, (2006) Heterogeneous photocatalysed degradation of two selected pesticide derivatives, triclopyr (1) and daminozid (2), has been investigated in aqueous suspensions of titanium dioxide by monitoring the chan... |
Synonyms
| B-Nine |
| Daminozide |
| 4-(2,2-dimethylhydrazinyl)-4-oxobutanoic acid |
| Alar |
| KYLAR |
| sADH |
| succinic acid 2,2-dimethylhydrazide |
| (4E)-4-(Dimethylhydrazono)-4-hydroxybutanoic acid |
| 4-(2,2-Dimethylhydrazino)-4-oxobutanoic acid |
| Succinic 2,2-dimethylhydrazide |
| dyak |
| butanedioic acid mono(2,2-dimethylhydrazide) |
| EINECS 216-485-9 |
| Dimas |
| NINE |
| Dmasa |
| DMSA |
| Butanoic acid, 4-(2,2-dimethylhydrazinylidene)-4-hydroxy-, (4E)- |
| N-dimethylamino succinamic acid |
| Succinic acid mono(2,2-dimethylhydrazide) |
| MFCD00002787 |
| N-(dimethylamino)succinamic acid |
| B-995 |
| Butanedioic acid, mono(2,2-dimethylhydrazide) |
