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1596-84-5

1596-84-5 structure
1596-84-5 structure
  • Name: Daminozide
  • Chemical Name: daminozide
  • CAS Number: 1596-84-5
  • Molecular Formula: C6H12N2O3
  • Molecular Weight: 160.171
  • Catalog: Chemical pesticide Plant Growth Regulator
  • Create Date: 2018-06-08 19:19:52
  • Modify Date: 2025-08-25 13:33:20
  • 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:
Name daminozide
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)
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
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.
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
Stability Stable. Combustible. Incompatible with strong oxidizing agents, strong bases, strong acids, wetting agents, oils, copper-containing compounds.
Water Solubility 100 g/L

CHEMICAL IDENTIFICATION

RTECS NUMBER :
WM9625000
CHEMICAL NAME :
Succinic acid, mono(2,2-dimethylhydrazide)
CAS REGISTRY NUMBER :
1596-84-5
LAST UPDATED :
199701
DATA ITEMS CITED :
17
MOLECULAR FORMULA :
C6-H12-N2-O3
MOLECULAR WEIGHT :
160.20
WISWESSER LINE NOTATION :
QV2VMN1&1

HEALTH HAZARD DATA

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
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
108-30-5 structure

108-30-5

57-14-7 structure

57-14-7

~%

1596-84-5 structure

1596-84-5

Literature: Journal of Organic Chemistry, , vol. 38, p. 2058 - 2061
Precursor  2

DownStream  1

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%
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