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1,3-Dibromo-5,5-dimethylhydantoin

ChemSpider ID: 6234
Molecular Formula: C₅H₆Br₂N₂O₂
Monoisotopic mass: 283.879578 Da
Systematic name

1,3-Dibromo-5,5-dimethyl-2,4-imidazolidinedione
SMILES and InChIs

SMILES:

O=C1N(Br)C(=O)N(Br)C1(C)C Copied

Std. InChI:

InChI=1S/C5H6Br2N2O2/c1-5(2)3(10)8(6)4(11)9(5)7/h1-2H3 Copied

Std. InChIKey:

VRLDVERQJMEPIF-UHFFFAOYSA-N Copied

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

1,3-Dibromo-5,5-dimethyl hydantoin

1,3-Dibromo-5,5-dimethyl-2,4-imidazolidinedione [ACD/IUPAC Name]

1,3-Dibromo-5,5-dimethylhydantoin [Wiki]

1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione

2,4-imidazolidinedione, 1,3-dibromo-5,5-dimethyl-

1, 3-Dibromo-5,5-dimethylhydantoin

1,3-dibromo-5,5-dimethyl-1,3-diazolidine-2,4-dione

101650-80-0 [RN]

2,4-Imidazolidinedione, 1, 3-dibromo-5,5-dimethyl-

2,4-Imidazolidinedione, 1,3-dibromo-5,5-dimethyl

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Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

157902_ALDRICH [DBID]

34140_FLUKA [DBID]

AI3-23671 [DBID]

AIDS057296 [DBID]

AIDS-057296 [DBID]

BRN 0146024 [DBID]

EPA Pesticide Chemical Code 006317 [DBID]

LS-76076 [DBID]

NSC 33305 [DBID]

NSC33305 [DBID]

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Properties

Experimental data
Predicted - ACD/Labs
Predicted - EPISuite
Predicted - ChemAxon

Data supplied by datasources and users.

experimental physchem properties
- Melting Point: ca 198 dec.
- Melting Point: ca. 198 C (decomposes)
  - units:
miscellaneous
- Appearance: solid
- Safety: DANGER: CORROSIVE, burns skin and eyes
- Safety: Treat as potentially harmful.

Predicted data is generated using the ACD/Labs’ ACD/PhysChem Suite, for more information see their website.

ACD/LogP:	1.519	# of Rule of 5 Violations:	0
ACD/LogD (pH 5.5):	1.52	ACD/LogD (pH 7.4):	1.52
ACD/BCF (pH 5.5):	8.40	ACD/BCF (pH 7.4):	8.40
ACD/KOC (pH 5.5):	159.63	ACD/KOC (pH 7.4):	159.63
#H bond acceptors:	4	#H bond donors:	0
#Freely Rotating Bonds:	0	Polar Surface Area:	40.62 Å²
Index of Refraction:	1.622	Molar Refractivity:	46.123 cm³
Molar Volume:	130.973 cm³	Polarizability:	18.284 10^-24cm³
Surface Tension:	60.7050018310547 dyne/cm	Density:	2.183 g/cm³
Flash Point:	105.096 °C	Enthalpy of Vaporization:	48.742 kJ/mol
Boiling Point:	250.164 °C at 760 mmHg	Vapour Pressure:	0.0219999998807907 mmHg at 25°C

Predicted data is generated using the US Environmental Protection Agency’s EPISuite™, for more information see their website.

                    
 Log Octanol-Water Partition Coef (SRC):
    Log Kow (KOWWIN v1.67 estimate) =  -0.94

 Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
    Boiling Pt (deg C):  376.66  (Adapted Stein & Brown method)
    Melting Pt (deg C):  154.24  (Mean or Weighted MP)
    VP(mm Hg,25 deg C):  4.59E-007  (Modified Grain method)
    MP  (exp database):  198 dec deg C
    Subcooled liquid VP: 3.05E-005 mm Hg (25 deg C, Mod-Grain method)

 Water Solubility Estimate from Log Kow (WSKOW v1.41):
    Water Solubility at 25 deg C (mg/L):  4645
       log Kow used: -0.94 (estimated)
       no-melting pt equation used

 Water Sol Estimate from Fragments:
    Wat Sol (v1.01 est) =  6942 mg/L

 ECOSAR Class Program (ECOSAR v0.99h):
    Class(es) found:
       Imides

 Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
   Bond Method :   6.44E-007  atm-m3/mole
   Group Method:   Incomplete
 Henrys LC [VP/WSol estimate using EPI values]:  3.718E-011 atm-m3/mole

 Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
  Log Kow used:  -0.94  (KowWin est)
  Log Kaw used:  -4.580  (HenryWin est)
      Log Koa (KOAWIN v1.10 estimate):  3.640
      Log Koa (experimental database):  None

 Probability of Rapid Biodegradation (BIOWIN v4.10):
   Biowin1 (Linear Model)         :   0.4275
   Biowin2 (Non-Linear Model)     :   0.0587
 Expert Survey Biodegradation Results:
   Biowin3 (Ultimate Survey Model):   2.3552  (weeks-months)
   Biowin4 (Primary Survey Model) :   3.2818  (days-weeks  )
 MITI Biodegradation Probability:
   Biowin5 (MITI Linear Model)    :  -0.0700
   Biowin6 (MITI Non-Linear Model):   0.0050
 Anaerobic Biodegradation Probability:
   Biowin7 (Anaerobic Linear Model):  0.3427
 Ready Biodegradability Prediction:   NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
    Structure incompatible with current estimation method!

 Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
  Vapor pressure (liquid/subcooled):  0.00407 Pa (3.05E-005 mm Hg)
  Log Koa (Koawin est  ): 3.640
   Kp (particle/gas partition coef. (m3/ug)):
       Mackay model           :  0.000738 
       Octanol/air (Koa) model:  1.07E-009 
   Fraction sorbed to airborne particulates (phi):
       Junge-Pankow model     :  0.026 
       Mackay model           :  0.0557 
       Octanol/air (Koa) model:  8.57E-008 

 Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
   Hydroxyl Radicals Reaction:
      OVERALL OH Rate Constant =   3.0608 E-12 cm3/molecule-sec
      Half-Life =     3.495 Days (12-hr day; 1.5E6 OH/cm3)
      Half-Life =    41.934 Hrs
   Ozone Reaction:
      No Ozone Reaction Estimation
   Fraction sorbed to airborne particulates (phi): 0.0408 (Junge,Mackay)
    Note: the sorbed fraction may be resistant to atmospheric oxidation

 Soil Adsorption Coefficient (PCKOCWIN v1.66):
      Koc    :  23.14
      Log Koc:  1.364 

 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
    Rate constants can NOT be estimated for this structure!

 Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
   Log BCF from regression-based method = 0.500 (BCF = 3.162)
       log Kow used: -0.94 (estimated)

 Volatilization from Water:
    Henry LC:  6.44E-007 atm-m3/mole  (estimated by Bond SAR Method)
    Half-Life from Model River:       1539  hours   (64.12 days)
    Half-Life from Model Lake : 1.693E+004  hours   (705.5 days)

 Removal In Wastewater Treatment:
    Total removal:               1.88  percent
    Total biodegradation:        0.09  percent
    Total sludge adsorption:     1.75  percent
    Total to Air:                0.04  percent
      (using 10000 hr Bio P,A,S)

 Level III Fugacity Model:
           Mass Amount    Half-Life    Emissions
            (percent)        (hr)       (kg/hr)
   Air       2.3             83.9         1000       
   Water     51.3            900          1000       
   Soil      46.3            1.8e+003     1000       
   Sediment  0.0985          8.1e+003     0          
     Persistence Time: 664 hr

Patents	Personal Collections
Publication or Magazine Article	Web-based Article (blog or commentary)
Available Chemicals Databases	Biological Properties
Chemical Reactions	Chemical Safety Data
Drugs or Compounds in Development	Imaging Agents
Information Aggregators	Journal Publishers via MeSH
Ligand/binding/crystal Structure Databases	Metabolic Pathways
Molecular Libraries Screening Center Network	Natural Products
NIH Substance Repository	Physical Properties (including SAR/QSAR databases)
Protein 3D Structures	Spectroscopy Databases
Substance Vendors	Theoretical Properties
Toxicology/Environmental Databases	Virtual Library

Category	Target	PDB Code	LASSO Score
Kinases	FGFr1, fibroblast growth factor receptor kinase	1agw	0.04
Nuclear Hormone Receptors	PPARg, peroxisome proliferator activated receptor	1fm9	0.03
Other Enzymes	AChE, acetylcholinesterase	1eve	0.02
Metalloenzymes	ACE, angiotensin-converting enzyme	1o86	0.01
Kinases	SRC, tyrosine kinase SRC	2src	0.01
Other Enzymes	HMGR, hydroxymethylglutaryl-CoA reductase	1hw8	0.01
Kinases	TK, thymidine kinase	1kim	0.01
Nuclear Hormone Receptors	MR, mineralocorticoid receptor	2aa2	0.01
Other Enzymes	PNP, purine nucleoside phosphorylase	1b8o	0.01
Other Enzymes	COX-1, cyclooxygenase-1	1p4g	0.01
Nuclear Hormone Receptors	ER, estrogen receptor; antagonist	3ert	0.01
Nuclear Hormone Receptors	AR, androgen receptor	1xq2	0.01
Other Enzymes	PARP, poly(ADP-ribose) polymerase	1efy	0.01
Other Enzymes	HIVPR, HIV protease	1hpx	0.00
Kinases	VEGFr2, vascular endothelial growth factor receptor	1vr2	0.00
Other Enzymes	AmpC, AmpC beta-lactamase	1xgj	0.00
Nuclear Hormone Receptors	ER, estrogen receptor; agonist	1l2i	0.00
Nuclear Hormone Receptors	PR, progesterone receptor	1sr7	0.00
Folate Enzymes	DHFR, dihydrofolate reductase	3dfr	0.00
Other Enzymes	HIVRT, HIV reverse transcriptase	1rt1	0.00
Other Enzymes	GPB, glycogen phosphorylase	1a8i	0.00
Other Enzymes	SAHH, S-adenosyl-homocysteine hydrolase	1a7a	0.00
Nuclear Hormone Receptors	RXRa, retinoic X receptor R	1mvc	0.00
Kinases	CDK2, cyclindependent kinase 2	1ckp	0.00
Kinases	HSP90, human heat shock protein 90	1uy6	0.00
Kinases	PDGFrb, platelet derived growth factor receptor kinase	N/A	0.00
Other Enzymes	COX-2, cyclooxygenase-2	1cx2	0.00
Folate Enzymes	GART, glycinamide ribonucleotide transformylase	1c2t	0.00
Kinases	P38 MAP, P38 mitogen activated protein	1kv2	0.00
Serine Proteases	Thrombin	1ba8	0.00
Other Enzymes	NA, neuraminidase	1a4g	0.00
Serine Proteases	FXa, factor Xa	1f0r	0.00
Kinases	EGFr, epidermal growth factor receptor	1m17	0.00
Metalloenzymes	COMT, catechol O-methyltransferase	1h1d	0.00
Metalloenzymes	ADA, adenosine deaminase	1stw	0.00

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1,3-Dibromo-5,5-dimethylhydantoin

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1,3-Dibromo-5,5-dimethylhydantoin

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