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Daminozide

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Name

Daminozide

EINECS 216-485-9
CAS No. 1596-84-5 Density 1.183 g/cm3
PSA 69.64000 LogP -0.16510
Solubility Soluble in water, insoluble in hydrocarbons Melting Point 162-164 °C(lit.)
Formula C6H12N2O3 Boiling Point 286.06°C (rough estimate)
Molecular Weight 160.173 Flash Point N/A
Transport Information N/A Appearance white crystal powder
Safety 36/37 Risk Codes 40
Molecular Structure Molecular Structure of 1596-84-5 (Daminozide) Hazard Symbols HarmfulXn
Synonyms

Butanedioicacid, mono(2,2-dimethylhydrazide) (9CI);Succinic acid,mono(2,2-dimethylhydrazide) (8CI);Daminozide;Alar 85;Aminozide;B-Nine;DIMG;DMASA;DYaK;Dazide;Dimas;Kylar;SuccinicN',N'-dimethylhydrazide;Succinic acid N,N-dimethylhydrazide;

 

Daminozide Synthetic route

108-30-5

succinic acid anhydride

57-14-7

1,1-dimethylhydrazine

1596-84-5

N-dimethylaminosuccinamic acid

Conditions
ConditionsYield
In acetonitrile Heating;
With sodium benzoate; benzaldehyde In acetonitrile for 0.166667h; Reagent/catalyst; Cooling with ice; Heating;114 g
67-56-1

methanol

1596-84-5

N-dimethylaminosuccinamic acid

28402-64-4

Bernsteinsaeure-methylester-(2,2-dimethylhydrazid)

Conditions
ConditionsYield
With hydrogenchloride Heating;
1596-84-5

N-dimethylaminosuccinamic acid

110-15-6

succinic acid

Conditions
ConditionsYield
With sodium nitrate; copper(II) nitrate at 25℃; pH=5; Kinetics; Further Variations:; Reagents;
1596-84-5

N-dimethylaminosuccinamic acid

111-41-1

2-(2-Aminoethylamino)ethanol

110-15-6

succinic acid

Conditions
ConditionsYield
With copper(II) nitrate; sodium chloride at 25℃; pH=5; Kinetics;
1596-84-5

N-dimethylaminosuccinamic acid

107-15-3

ethylenediamine

110-15-6

succinic acid

Conditions
ConditionsYield
With copper(II) nitrate; sodium chloride at 25℃; pH=5; Kinetics; Further Variations:; Reagents;
1596-84-5

N-dimethylaminosuccinamic acid

294-80-4

1,5,9-triazacyclododecane

110-15-6

succinic acid

Conditions
ConditionsYield
With sodium nitrate; copper(II) nitrate at 25℃; pH=5; Kinetics; Further Variations:; Reagents;
1596-84-5

N-dimethylaminosuccinamic acid

1257204-08-2

2'-[N-(N,N-dimethylamino)succinamidoyl]taxoI

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h; Inert atmosphere;
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h; Inert atmosphere;

Daminozide Consensus Reports

EPA Genetic Toxicology Program. NCI Carcinogenesis Bioassay (feed); Clear Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-83 ,1978. .

Daminozide Specification

The Daminozide, with the CAS registry number 1596-84-5, is also known as Daminozide. It belongs to the product categories of Miscellaneous; Plant Growth Regulator; Plant Hormones. Its EINECS number is 216-485-9. This chemical's molecular formula is C6H12N2O3 and molecular weight is 160.17. What's more, its systematic name is 4-(2,2-Dimethylhydrazino)-4-oxobutanoic acid. Its classification codes are: (1)Agricultural Chemical; (2)Growth Substances; (3)Growth regulator / Fertilizer; (4)Herbicides; (5)Mutation data; (6)Pesticides; (7)Plant growth regulators; (8)Tumor data. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides, strong acids and alkali. It is a plant growth regulator, a chemical sprayed on fruit to regulate their growth, make their harvest easier, and enhance their color.

Physical properties of Daminozide are: (1)ACD/LogP: -2.161; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.77; (4)ACD/LogD (pH 7.4): -4.52; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 69.64 Å2; (13)Index of Refraction: 1.484; (14)Molar Refractivity: 38.756 cm3; (15)Molar Volume: 135.391 cm3; (16)Polarizability: 15.364×10-24cm3; (17)Surface Tension: 45.3619995117188 dyne/cm; (18)Density: 1.183 g/cm3.

Preparation: With succinic acid as raw materials, it is dehydrated to get succinic anhydride, and then condensated with unsymmetrical dimethylhydrazine in acetonitrile to get the product.

When you are using this chemical, please be cautious about it as the following:
This chemical has a limited evidence of a carcinogenic effect. When using it, you need to wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(NN(C)C)CCC(=O)O
(2)Std. InChI: InChI=1S/C6H12N2O3/c1-8(2)7-5(9)3-4-6(10)11/h3-4H2,1-2H3,(H,7,9)(H,10,11)
(3)Std. InChIKey: NOQGZXFMHARMLW-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 unreported 8400mg/kg (8400mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 127, 1971.
mouse LD50 intraperitoneal 1325mg/kg (1325mg/kg)   "Materialy Nauchnoi Konferentsii Kaunasskogo Meditsinskogo Inst., 22nd, 1972," Materials of the Scientific Conference of Kaunas Medical Institute, Vaichyuvenas, V.A., ed., Kaunas, USSR, Kaunasskii Meditsinskii Institut, 1973Vol. 22, Pg. 126, 1973.
mouse LD50 oral 6300mg/kg (6300mg/kg)   "Materialy Nauchnoi Konferentsii Kaunasskogo Meditsinskogo Inst., 22nd, 1972," Materials of the Scientific Conference of Kaunas Medical Institute, Vaichyuvenas, V.A., ed., Kaunas, USSR, Kaunasskii Meditsinskii Institut, 1973Vol. 22, Pg. 126, 1973.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Pesticide Manual. Vol. 9, Pg. 224, 1991.
rat LC50 inhalation > 147gm/m3/1H (147000mg/m3)   Pesticide Manual. Vol. 9, Pg. 224, 1991.
rat LD50 oral 8400mg/kg (8400mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C94, 1991.

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