Product Name

  • Name

    Hydroxyurea

  • EINECS 204-821-7
  • CAS No. 127-07-1
  • Article Data60
  • CAS DataBase
  • Density 1.457 g/cm3
  • Solubility water: 50 mg/mL
  • Melting Point 135-140 °C
  • Formula CH4N2O2
  • Boiling Point 136.04°C (rough estimate)
  • Molecular Weight 76.055
  • Flash Point
  • Transport Information
  • Appearance off-white crystalline solid
  • Safety 53-36/37-45-36-22
  • Risk Codes 46-63-61-40
  • Molecular Structure Molecular Structure of 127-07-1 (Hydroxyurea)
  • Hazard Symbols ToxicT,HarmfulXn
  • Synonyms Urea,hydroxy- (6CI,8CI,9CI);Biosupressin;Carbamohydroxamic acid;Carbamohydroximicacid;Carbamoyl oxime;Droxia;Hydrea;Hydreia;Hydroxycarbamide;Hydroxylamine, N-(aminocarbonyl)-;Hydura;Hydurea;Onco-Carbide;Oxyrea;Oxyurea;
  • PSA 75.35000
  • LogP 0.13510

Synthetic route

N-(trimethylsiloxy)-N,N'-bis(trimethylsilyl)urea
126669-78-1

N-(trimethylsiloxy)-N,N'-bis(trimethylsilyl)urea

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With ethanol96%
N-(trimethylsiloxy)-N'-(trimethylsilyl)urea
126669-76-9

N-(trimethylsiloxy)-N'-(trimethylsilyl)urea

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With ethanol at 20℃; for 15h;94%
trimethylsilyl isocyanate
1118-02-1

trimethylsilyl isocyanate

4-(1-phenylethoxy)-2-hydroxyacetophenone

4-(1-phenylethoxy)-2-hydroxyacetophenone

A

N-hydroxy-N-[1-(4-(1-phenylethoxy)-2-hydroxyphenyl)-ethyl]urea

N-hydroxy-N-[1-(4-(1-phenylethoxy)-2-hydroxyphenyl)-ethyl]urea

B

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With pyridine; hydrogenchloride; hydroxylamine hydrochloride; hydroxylamine In tetrahydrofuran; ethanol; dichloromethane; water; tolueneA n/a
B 78%
methyl carbamate
598-55-0

methyl carbamate

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With hydroxylamine; sodium hydroxide In water at 20℃; for 3.7h; Time;62.3%
cyanic acid
420-05-3

cyanic acid

A

N-hydroxyurea
127-07-1

N-hydroxyurea

B

amino carbamate
683-62-5

amino carbamate

Conditions
ConditionsYield
With diethyl ether; hydroxylamine
potassium cyanate
590-28-3

potassium cyanate

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With hydroxylamine sulfate
With hydroxylamine hydrochloride
potassium cyanate
590-28-3

potassium cyanate

A

N-hydroxyurea
127-07-1

N-hydroxyurea

B

amino carbamate
683-62-5

amino carbamate

Conditions
ConditionsYield
With hydroxylamine hydrochloride; water
urea
57-13-6

urea

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With hydroxylamine hydrochloride; water
With Fe(3+), Cu(2+), H2SO4 In not given other Radiation; 20°C; vac.; X-ray irradiatin; concn. of urea 4.6 until 9.1 M in 0.1 N H2SO4;
urethane
51-79-6

urethane

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine hydrochloride
With potassium hydroxide; hydroxylamine sulfate
isocyanic acid
75-13-8

isocyanic acid

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine hydrochloride
N-ethoxycarbonylphthalimide
22509-74-6

N-ethoxycarbonylphthalimide

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium methylate
S-carbamoyl-L-cysteine
2072-71-1

S-carbamoyl-L-cysteine

A

L-Cysteine
52-90-4

L-Cysteine

B

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With hydroxylamine In water at 30℃; Product distribution; Kinetics; different concentrations of NH2OH, reaction rate; also with Pseudomonas sp. CU6 cell extract (Km and Vmax) or without additives;
trimethylsilyl isocyanate
1118-02-1

trimethylsilyl isocyanate

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With ethanol; hydroxylamine hydrochloride; triethylamine 1) temp. rising to 80 degC (exothermic), 2.) heating; Yield given. Multistep reaction;
N-trimethylsiloxyurea

N-trimethylsiloxyurea

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With ethanol; water Heating;
hydrogenchloride
7647-01-0

hydrogenchloride

1-Hydroxy-biuret
17479-46-8

1-Hydroxy-biuret

N-hydroxyurea
127-07-1

N-hydroxyurea

amino carbamate
683-62-5

amino carbamate

water
7732-18-5

water

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
at 25℃; Kinetics; Kinetik der Isomerisierung in gepufferten wss. Loesungen vom pH 9.2 bis pH 12.3;
potassium cyanate
590-28-3

potassium cyanate

nitrate hydroxylamine

nitrate hydroxylamine

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With ethanol at -15 - -10℃; Darstellung in mehreren Stufen;
amino carbamate
683-62-5

amino carbamate

water
7732-18-5

water

A

N-hydroxyurea
127-07-1

N-hydroxyurea

B

hydroxylamine
7803-49-8

hydroxylamine

C

cyanate

cyanate

Conditions
ConditionsYield
in gepufferter wss. Loesung vom pH 9.2 erfolgt Isomerisierung und Zersetzung;
potassium cyanate
590-28-3

potassium cyanate

A

N-hydroxyurea
127-07-1

N-hydroxyurea

B

isohydroxylurea

isohydroxylurea

Conditions
ConditionsYield
With hydroxylamine hydrochloride
potassium cyanate
590-28-3

potassium cyanate

hydroxylamine
7803-49-8

hydroxylamine

A

N-hydroxyurea
127-07-1

N-hydroxyurea

B

1-Hydroxy-biuret
17479-46-8

1-Hydroxy-biuret

C

urea
57-13-6

urea

D

isooxyurea

isooxyurea

N,N''-bis-benzoyloxy-oxy-diazenedicarboxamidine

N,N''-bis-benzoyloxy-oxy-diazenedicarboxamidine

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

N-hydroxyurea
127-07-1

N-hydroxyurea

B

benzoic acid
65-85-0

benzoic acid

C

nitrogen

nitrogen

hydroxyammonium sulfate

hydroxyammonium sulfate

A

N-hydroxyurea
127-07-1

N-hydroxyurea

B

ammonia
7664-41-7

ammonia

C

urea
57-13-6

urea

Conditions
ConditionsYield
With K cyanate byproducts: K2SO4; addn. of abs. alcohol carbamide formed; hydroxy carbamide formed on cooling the react mixt. and addn. a mixt. of alcohol and ether; filtered out K2SO4;
With K cyanate byproducts: K2SO4; addn. of abs. alcohol carbamide formed; hydroxy carbamide formed on cooling the react mixt. and addn. a mixt. of alcohol and ether; filtered out K2SO4;
potassium cyanate
590-28-3

potassium cyanate

hydroxyammonium sulfate

hydroxyammonium sulfate

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
In not given cooling;
N-hydroxyurea
127-07-1

N-hydroxyurea

1-(4-chloro-phenyl)-2,2-dihydroxy-ethanone
4996-21-8

1-(4-chloro-phenyl)-2,2-dihydroxy-ethanone

5-(4-chlorophenyl)-3-hydroxyimidazolidine-2,4-dione
1118067-55-2

5-(4-chlorophenyl)-3-hydroxyimidazolidine-2,4-dione

Conditions
ConditionsYield
Stage #1: N-hydroxyurea; 1-(4-chloro-phenyl)-2,2-dihydroxy-ethanone In acetonitrile at 20℃; for 51h;
Stage #2: In acetonitrile Reflux;
100%
With acetic acid at 18 - 19℃; for 24h;69%
N-hydroxyurea
127-07-1

N-hydroxyurea

trans-3,5-dimethoxy-4-hydroxycinnamic acid
530-59-6

trans-3,5-dimethoxy-4-hydroxycinnamic acid

1-hydroxy-1-((E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acryloyl)urea

1-hydroxy-1-((E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acryloyl)urea

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 2.5h; Inert atmosphere;100%
N-hydroxyurea
127-07-1

N-hydroxyurea

3,4-dimethoxy-trans-cinnamic acid
14737-89-4

3,4-dimethoxy-trans-cinnamic acid

1-hydroxy-1-((E)-3-(3,4-dimethoxyphenyl)acryloyl)urea

1-hydroxy-1-((E)-3-(3,4-dimethoxyphenyl)acryloyl)urea

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 2.5h; Inert atmosphere;100%
N-hydroxyurea
127-07-1

N-hydroxyurea

2,2-dihydroxy-1-(4-methoxyphenyl)ethan-1-one
16208-17-6

2,2-dihydroxy-1-(4-methoxyphenyl)ethan-1-one

3-hydroxy-5-(4-methoxyphenyl)imidazolidine-2,4-dione

3-hydroxy-5-(4-methoxyphenyl)imidazolidine-2,4-dione

Conditions
ConditionsYield
With acetic acid at 19 - 20℃; for 96h;95%
4-chloro-2-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidine
863718-32-5

4-chloro-2-(3,4,5-trimethoxy-phenyl)-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidine

N-hydroxyurea
127-07-1

N-hydroxyurea

1-hydroxy-3-[2-( 3 ,4 ,5-trimethoxyphenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-yl]urea
1448530-58-2

1-hydroxy-3-[2-( 3 ,4 ,5-trimethoxyphenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-yl]urea

Conditions
ConditionsYield
In neat (no solvent) for 0.0125h; Microwave irradiation;93%
N-hydroxyurea
127-07-1

N-hydroxyurea

methyl (5'S)-N-<1,3-butadienyl>-2'-oxo-pyrrolidine-5'-carboxylate
139491-37-5

methyl (5'S)-N-<1,3-butadienyl>-2'-oxo-pyrrolidine-5'-carboxylate

A

(S)-1-((S)-2-Carbamoyl-3,6-dihydro-2H-[1,2]oxazin-6-yl)-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

(S)-1-((S)-2-Carbamoyl-3,6-dihydro-2H-[1,2]oxazin-6-yl)-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

B

(S)-1-((R)-2-Carbamoyl-3,6-dihydro-2H-[1,2]oxazin-6-yl)-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

(S)-1-((R)-2-Carbamoyl-3,6-dihydro-2H-[1,2]oxazin-6-yl)-5-oxo-pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With tetrapropylammonium periodate; 4 A molecular sieve In methanol; dichloromethane at 0℃; for 16h;A 28%
B 92%
N-hydroxyurea
127-07-1

N-hydroxyurea

ethyl 2-cinnamamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
76981-77-6

ethyl 2-cinnamamido-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

(E)-N-hydroxy-4-oxo-2-styryl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine-3(4H)-carboxamide
1448530-47-9

(E)-N-hydroxy-4-oxo-2-styryl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine-3(4H)-carboxamide

Conditions
ConditionsYield
With phosphorus pentoxide; trichlorophosphate for 5h; Reflux;92%
N-hydroxyurea
127-07-1

N-hydroxyurea

4-chloro-2-styryl-5,6,7,8-tetrahydrobenzothieno<2,3-d>pyrimidine
101130-32-9

4-chloro-2-styryl-5,6,7,8-tetrahydrobenzothieno<2,3-d>pyrimidine

(E)-1-hydroxy-3-(2-styryl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-yl)urea
1448530-59-3

(E)-1-hydroxy-3-(2-styryl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-yl)urea

Conditions
ConditionsYield
In neat (no solvent) for 0.0125h; Microwave irradiation;92%
N-hydroxyurea
127-07-1

N-hydroxyurea

benzyl chloride
100-44-7

benzyl chloride

benzyloxyurea
2048-50-2

benzyloxyurea

Conditions
ConditionsYield
With potassium hydroxide In methanol for 6h; Reflux;91%
With potassium hydroxide In methanol Reflux;80%
N-hydroxyurea
127-07-1

N-hydroxyurea

benzyl bromide
100-39-0

benzyl bromide

benzyloxyurea
2048-50-2

benzyloxyurea

Conditions
ConditionsYield
With potassium hydroxide In methanol for 6h; Reflux; Inert atmosphere;91%
With potassium hydroxide In methanol for 6h; Reflux;91%
With potassium hydroxide In methanol for 6h; Reflux;91%
With potassium hydroxide In methanol for 6h; Reflux;91%
N-hydroxyurea
127-07-1

N-hydroxyurea

cyclohexa-1,3-diene
1165952-91-9

cyclohexa-1,3-diene

2-oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxamide

2-oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxamide

Conditions
ConditionsYield
With pyridine; copper(l) chloride In tetrahydrofuran at 20℃; for 2h;89%
With phosphate buffer; horseradish peroxidase at 20℃; for 1h; pH=7.4;42%
With Dess-Martin periodane In dichloromethane; N,N-dimethyl-formamide at 20℃; for 1.5h; Oxidation; cycloaddition;39%
With D-glucose; glucose oxidase; bovine liver catalase In phosphate buffer at 20℃; for 3h; pH=7.4;
N-hydroxyurea
127-07-1

N-hydroxyurea

titanium tetrachloride
7550-45-0

titanium tetrachloride

tetrachlorobis(N-hydroxyurea-N)titanium(IV)

tetrachlorobis(N-hydroxyurea-N)titanium(IV)

Conditions
ConditionsYield
In methanol at 20℃; for 18 - 20h; Reflux;85%
N-hydroxyurea
127-07-1

N-hydroxyurea

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

4-methoxybenzyloxyurea

4-methoxybenzyloxyurea

Conditions
ConditionsYield
With potassium hydroxide In methanol Reflux;84%
N-hydroxyurea
127-07-1

N-hydroxyurea

ruthenium(III) chloride trihydrate

ruthenium(III) chloride trihydrate

[aquachlorobis(N′-hydroxycarbamimidato-κO,κN)ruthenium(III)]

[aquachlorobis(N′-hydroxycarbamimidato-κO,κN)ruthenium(III)]

Conditions
ConditionsYield
In ethanol for 16h; Reflux;84%
N-hydroxyurea
127-07-1

N-hydroxyurea

[14C]-Irofulven
158440-71-2

[14C]-Irofulven

(R)-1-hydroxy-1-((6’-hydroxy-2’,4’,6’-trimethyl-7’-oxo-6’,7’-dihydrospiro[cyclopropane-1,5’-inden]-3’-yl)methyl)urea

(R)-1-hydroxy-1-((6’-hydroxy-2’,4’,6’-trimethyl-7’-oxo-6’,7’-dihydrospiro[cyclopropane-1,5’-inden]-3’-yl)methyl)urea

Conditions
ConditionsYield
With sulfuric acid In water; acetone at 20℃; for 1h;83%
With sulfuric acid In acetone at 20℃; for 1h; Inert atmosphere;83%
With sulfuric acid In water; acetone at 20℃; for 24h;61%
1-(benzo[b]thiophen-2-yl)ethanol
51868-95-2

1-(benzo[b]thiophen-2-yl)ethanol

N-hydroxyurea
127-07-1

N-hydroxyurea

Conditions
ConditionsYield
With potassium hydrogensulfate; acetic acid In water at 40 - 45℃; for 6h; Product distribution / selectivity;82%
With hydrogenchloride In tetrahydrofuran; water at 50℃; for 4h;59.7%
With zinc(II) chloride at 135 - 140℃; for 1h; Product distribution / selectivity;
With hydrogenchloride
N-hydroxyurea
127-07-1

N-hydroxyurea

4-Methylbenzyl chloride
104-82-5

4-Methylbenzyl chloride

4-methylbenzyloxyurea
338756-47-1

4-methylbenzyloxyurea

Conditions
ConditionsYield
With potassium hydroxide In methanol Reflux;82%
N-hydroxyurea
127-07-1

N-hydroxyurea

thebaine
115-37-7

thebaine

6β,14β-(N-carbamoylepoxyimino)-6,14-dihydrothebaine
75848-83-8

6β,14β-(N-carbamoylepoxyimino)-6,14-dihydrothebaine

Conditions
ConditionsYield
With sodium periodate; sodium acetate In water; ethyl acetate at 0℃; for 0.5h;79%
N-hydroxyurea
127-07-1

N-hydroxyurea

ethyl 3-methylbut-2-enoate
638-10-8

ethyl 3-methylbut-2-enoate

5,5-dimethyl-3-isoxazolidinone
62243-00-9

5,5-dimethyl-3-isoxazolidinone

Conditions
ConditionsYield
With potassium methanolate In methanol at 20℃; for 2h;78.3%
N-hydroxyurea
127-07-1

N-hydroxyurea

phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

3-hydroxy-5-phenylimidazolidine-2,4-dione
1034164-79-8

3-hydroxy-5-phenylimidazolidine-2,4-dione

Conditions
ConditionsYield
With water at 18℃; for 24h;77%
ethyl 2-(3,4,5-trimethoxybenzamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
72625-07-1

ethyl 2-(3,4,5-trimethoxybenzamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

N-hydroxyurea
127-07-1

N-hydroxyurea

N-hydroxy-4-oxo-2-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine-3(4H)-carboxamide
1448530-34-4

N-hydroxy-4-oxo-2-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine-3(4H)-carboxamide

Conditions
ConditionsYield
With phosphorus pentoxide; trichlorophosphate for 5h; Reflux;77%
N-hydroxyurea
127-07-1

N-hydroxyurea

1-(4-bromophenyl)-2,2-dihydroxyethanone
80352-42-7

1-(4-bromophenyl)-2,2-dihydroxyethanone

5-(4-bromophenyl)-3-hydroxyimidazolidine-2,4-dione

5-(4-bromophenyl)-3-hydroxyimidazolidine-2,4-dione

Conditions
ConditionsYield
With acetic acid at 17 - 18℃; for 26h;77%
N-hydroxyurea
127-07-1

N-hydroxyurea

1-bromomethyl-4-bromobenzene
589-15-1

1-bromomethyl-4-bromobenzene

4-bromobenzyloxyurea

4-bromobenzyloxyurea

Conditions
ConditionsYield
With potassium hydroxide In methanol Reflux;76%
N-hydroxyurea
127-07-1

N-hydroxyurea

2,2-dihydroxy-1-phenyl-ethanone
1075-06-5

2,2-dihydroxy-1-phenyl-ethanone

3-hydroxy-5-phenylimidazolidine-2,4-dione
1034164-79-8

3-hydroxy-5-phenylimidazolidine-2,4-dione

Conditions
ConditionsYield
With acetic acid at 18 - 19℃; for 24h;76%
Stage #1: N-hydroxyurea; 2,2-dihydroxy-1-phenyl-ethanone In water at 20℃;
Stage #2: In water Heating;
N-hydroxyurea
127-07-1

N-hydroxyurea

4-chlorophenylglyoxal
4998-15-6

4-chlorophenylglyoxal

5-(4-chlorophenyl)-3-hydroxyimidazolidine-2,4-dione
1118067-55-2

5-(4-chlorophenyl)-3-hydroxyimidazolidine-2,4-dione

Conditions
ConditionsYield
With water74%
N-hydroxyurea
127-07-1

N-hydroxyurea

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

A

ureidoxymaleate de methyle
77094-88-3

ureidoxymaleate de methyle

B

ureidoxyfumarate de methyle
77094-89-4

ureidoxyfumarate de methyle

C

methyl 3-hydroxy-5-isoxazolecarboxylate
10068-07-2

methyl 3-hydroxy-5-isoxazolecarboxylate

Conditions
ConditionsYield
With triethylamine In methanol for 0.333333h; Ambient temperature;A 20%
B 7%
C 73%
With triethylamine In methanol for 0.333333h; Ambient temperature;A 20%
B 7%
C 73%
N-hydroxyurea
127-07-1

N-hydroxyurea

2-fluorobenzyl chloride
345-35-7

2-fluorobenzyl chloride

1-(2-fluorobenzyloxy)urea
339017-53-7

1-(2-fluorobenzyloxy)urea

Conditions
ConditionsYield
With potassium hydroxide In methanol Reflux;73%

Hydroxyurea Consensus Reports

NCI Carcinogenesis Studies (ipr); No Evidence: mouse CANCAR    Cancer. 40 (1977),1935. . NCI Carcinogenesis Studies (ipr); Equivocal Evidence: rat CANCAR    Cancer. 40 (1977),1935. . EPA Genetic Toxicology Program.

Hydroxyurea Specification

The Hydroxyurea, with the CAS registry number 127-07-1, is also known as Urea, N-hydroxy-. It belongs to the product categories of Miscellaneous Biochemicals; Pharmacetical; Aliphatics; Nucleotides and Nucleosides; Hydroxylamines; Hydroxylamines (N-Substituted); Bases & Related Reagents; Nitric Oxide Reagents; Nucleotides; Carbonyl Compounds; Organic Building Blocks; Ureas; DNA Synthesis Inhibitors; DNA Synthesis Inhibitors Cancer Research; Antitumor Agents; Apoptosis and Cell Cycle; DNA Metabolism; Aids Aided Treatment; Amines. Its EINECS registry number is 204-821-7. This chemical's molecular formula is CH4N2O2 and molecular weight is 76.05. What's more, its IUPAC name is called 1-Hydroxyurea. It should be stored in a cool, dry and well-ventilated place. This chemical can be prepared by Ethyl Carbamate with hydroxylamine hydrochloride.

Physical properties about Hydroxyurea are: (1)ACD/LogP: -1.8; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.80; (4)ACD/LogD (pH 7.4): -1.80; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 2.50; (8)ACD/KOC (pH 7.4): 2.49; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 75.35 Å2; (13)Index of Refraction: 1.501; (14)Molar Refractivity: 15.376 cm3; (15)Molar Volume: 52.161 cm3; (16)Polarizability: 6.096×10-24 cm3; (17)Surface Tension: 69.72 dyne/cm; (18)Density: 1.458 g/cm3.

Uses of Hydroxyurea: (1) it is used as an anticancer drug; (2) it is used to produce other chemicals. For example, it can react with 2-methyl-3-oxo-butyric acid ethyl ester to get 1-hydroxy-5,6-dimethyl-1H-pyrimidine-2,4-dione. This reaction needs reagent NaOEt and solvent ethanol at ambient temperature. The reaction time is 72 hours. The yield is 60 %.

Hydroxyurea can react with 2-methyl-3-oxo-butyric acid ethyl ester to get 1-hydroxy-5,6-dimethyl-1H-pyrimidine-2,4-dione.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health at low levels and may cause heritable genetic damage. It has a carcinogenic effect and may cause harm to the unborn child. Therefore, you should wear suitable protective clothing and gloves. In addition, you should avoid exposuring and obtain special instructions before using it. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(N)NO
(2) InChI: InChI=1S/CH4N2O2/c2-1(4)3-5/h5H,(H3,2,3,4)
(3) InChIKey: VSNHCAURESNICA-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 1gm/kg (1000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
dog LD50 oral > 2gm/kg (2000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
human TDLo intravenous 86mg/kg (86mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BLOOD: OTHER CHANGES
Cancer Chemotherapy Reports, Part 1. Vol. 57, Pg. 369, 1973.
human TDLo oral 80mg/kg/D (80mg/kg) BLOOD: NORMOCYTIC ANEMIA

BLOOD: LEUKOPENIA

BLOOD: THROMBOCYTOPENIA
Cancer Chemotherapy Reports. Vol. 29, Pg. 103, 1963.
man TDLo oral 14mg/kg (14mg/kg)   Annals of Pharmacotherpy. Vol. 29, Pg. 132, 1995.
man TDLo oral 450mg/kg/21D- (450mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)"
Netherlands Journal of Medicine. Vol. 51, Pg. 110, 1997.
man TDLo unreported 64mg/kg/3D-I (64mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: COUGH
Australian and New Zealand Journal of Medicine. Vol. 28, Pg. 347, 1998.
mouse LD10 subcutaneous 2400mg/kg (2400mg/kg)   European Journal of Cancer. Vol. 10, Pg. 667, 1974.
mouse LD50 intraperitoneal 5800mg/kg (5800mg/kg)   Cancer Research. Vol. 39, Pg. 3575, 1979.
mouse LD50 intravenous 2350mg/kg (2350mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
mouse LD50 oral 7330mg/kg (7330mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
rat LD50 intraperitoneal > 4700mg/kg (4700mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 645, 1968.
rat LD50 intravenous 4730mg/kg (4730mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
rat LD50 oral 5760mg/kg (5760mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
rat LD50 unreported 4300mg/kg (4300mg/kg)   Proceedings of the American Association for Cancer Research. Vol. 4, Pg. 10, 1963.
women TDLo oral 600mg/kg/30D- (600mg/kg)   Netherlands Journal of Medicine. Vol. 51, Pg. 110, 1997.
women TDLo oral 600mg/kg/30D- (600mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Netherlands Journal of Medicine. Vol. 51, Pg. 110, 1997.

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