Product Name

  • Name

    3-HYDROXY-1,2-DIMETHYL-4(1H)-PYRIDONE

  • EINECS 212-783-8
  • CAS No. 30652-11-0
  • Article Data22
  • CAS DataBase
  • Density 1.225 g/cm3
  • Solubility soluble in hot water
  • Melting Point 272-275 °C(lit.)
  • Formula C7H9NO2
  • Boiling Point 232.7 °C at 760 mmHg
  • Molecular Weight 139.154
  • Flash Point 94.5 °C
  • Transport Information
  • Appearance White needles
  • Safety 26-36-37/39
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 30652-11-0 (3-HYDROXY-1,2-DIMETHYL-4(1H)-PYRIDONE)
  • Hazard Symbols HarmfulXn
  • Synonyms 4(1H)-Pyridone,3-hydroxy-1,2-dimethyl- (8CI);1,2-Dimethyl-3-hydroxy-4(1H)-pyridinone;1,2-Dimethyl-3-hydroxypyridin-4-one;1,2-Dimethyl-3-hydroxypyridine-4-one;3-Hydroxy-1,2-dimethyl-4(1H)-pyridinone;3-Hydroxy-1,2-dimethyl-4(1H)-pyridone;3-Hydroxy-1,2-dimethyl-4-pyridinone;3-Hydroxy-1,2-dimethyl-4-pyridone;APO 66;CGP 37391;CP 20 (chelatingagent);DN 18001AF;Deferiprone;Ferriprox;L 1 (chelatingagent);
  • PSA 42.23000
  • LogP 0.39930

Synthetic route

1,2-dimethyl-3-(benzyloxy)-4(1H)-pyridinone
90037-22-2

1,2-dimethyl-3-(benzyloxy)-4(1H)-pyridinone

deferiprone
30652-11-0

deferiprone

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol for 2h;80%
With hydrogen; palladium on activated charcoal In tetrahydrofuran under ambient conditions;65%
With concentrated hydrobromic acid
Maltol
118-71-8

Maltol

methylamine
74-89-5

methylamine

deferiprone
30652-11-0

deferiprone

Conditions
ConditionsYield
In water for 10h; Reflux;69%
In water at 160 - 162℃; under 6750.5 Torr; for 0.0216667h; Irradiation;65%
In water for 6.5h; Heating;60%
isomaltol
3420-59-5

isomaltol

methylamine
74-89-5

methylamine

deferiprone
30652-11-0

deferiprone

Conditions
ConditionsYield
In water for 20h; Heating;64%
3-(β-D-galactopyranosyloxy)-2-furanyl methyl ketone
82756-28-3

3-(β-D-galactopyranosyloxy)-2-furanyl methyl ketone

methylamine
74-89-5

methylamine

deferiprone
30652-11-0

deferiprone

Conditions
ConditionsYield
In water for 20h; Heating;49%
Maltol
118-71-8

Maltol

methylamine hydrochloride
593-51-1

methylamine hydrochloride

deferiprone
30652-11-0

deferiprone

Conditions
ConditionsYield
With potassium hydroxide In water at 50℃;25%
deferiprone
30652-11-0

deferiprone

[(hydrotris(3,5-phenylmethylpyrazolyl)borato)CoCl]

[(hydrotris(3,5-phenylmethylpyrazolyl)borato)CoCl]

[(hydrotris(3,5-phenylmethylpyrazolyl)borato)Co(3,4-HOPO)]

[(hydrotris(3,5-phenylmethylpyrazolyl)borato)Co(3,4-HOPO)]

Conditions
ConditionsYield
With (C2H5)3N In methanol; dichloromethane (C2H5)3N added to a soln. of Co complex, a soln. of ligand in MeOH added, stirred at room temp. overnight under N2; evapd. (vac.), dissolved in C6H6, filtered, crystd. by diffusion of the soln. with pentane; elem. anal.;98%
deferiprone
30652-11-0

deferiprone

bismuth (III) nitrate pentahydrate

bismuth (III) nitrate pentahydrate

terephthalic acid
100-21-0

terephthalic acid

water
7732-18-5

water

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

[Bi2(1,4-benzenedicarboxylate)(deferiprone-H)4(H2O)2]·2DMF

[Bi2(1,4-benzenedicarboxylate)(deferiprone-H)4(H2O)2]·2DMF

Conditions
ConditionsYield
at 100℃; for 72h; Sealed tube; High pressure;98%
...Expand
deferiprone
30652-11-0

deferiprone

water
7732-18-5

water

tantalum pentaethoxide
150747-55-0

tantalum pentaethoxide

tris(1,2-dimethyl-3-hydroxy-4(1H)-pyridone)oxotantalum

tris(1,2-dimethyl-3-hydroxy-4(1H)-pyridone)oxotantalum

Conditions
ConditionsYield
In methanol; water addn. of soln. of tantalum compd. in methanol to soln. of deferiprone inmethanol, stirring at room temp. overnight, addn. of water, stirring fo r 30 min; evapn. at 40°C, washing with warm CHCl3, filtration, drying in vac., elem. anal.;97%
...Expand
dichloro(mesitylene)ruthenium(II) dimer

dichloro(mesitylene)ruthenium(II) dimer

deferiprone
30652-11-0

deferiprone

[RuCl(C7H8NO2)(C6H3(CH3)3)]
176792-83-9

[RuCl(C7H8NO2)(C6H3(CH3)3)]

Conditions
ConditionsYield
With NaOCH3 In methanol; water byproducts: NaCl; (N2); reflux (3 h); solvent removal, dissoln. (CH2Cl2), filtration (Celite), evapn.; elem. anal.;93%
deferiprone
30652-11-0

deferiprone

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

Trifluoro-methanesulfonate3-hydroxy-4-methoxy-1,2-dimethyl-pyridinium;

Trifluoro-methanesulfonate3-hydroxy-4-methoxy-1,2-dimethyl-pyridinium;

Conditions
ConditionsYield
In chloroform for 3h; Heating;90%
dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

deferiprone
30652-11-0

deferiprone

sodium methylate
124-41-4

sodium methylate

Rh(C5(CH3)5)Cl(C5H2NO2(CH3)2)
173413-67-7

Rh(C5(CH3)5)Cl(C5H2NO2(CH3)2)

Conditions
ConditionsYield
In methanol byproducts: NaCl; N2-atmosphere; stoich. amts., refluxing for 3 h; solvent removal, extn. into CH2Cl2, filtration (Celite), evapn., recrystn. (CH2Cl2/Et2O);90%
...Expand
deferiprone
30652-11-0

deferiprone

zinc(II) chloride
7646-85-7

zinc(II) chloride

bis-(3-hydroxy-1,2-dimethyl-4-pyridinonato)zinc(II)

bis-(3-hydroxy-1,2-dimethyl-4-pyridinonato)zinc(II)

Conditions
ConditionsYield
With NaOH In methanol; water raising of the pH to 7 with dilute NaOH, concn.,; cooling, filtration, elem. anal.;90%
deferiprone
30652-11-0

deferiprone

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

C7H6O4*C7H9NO2

C7H6O4*C7H9NO2

Conditions
ConditionsYield
In ethanol; acetone at 60℃; for 2h;90%
In ethanol; acetone at 20 - 45℃; for 73.7h; Sealed tube;36.5 mg
deferiprone
30652-11-0

deferiprone

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

C7H6O3*C7H9NO2

C7H6O3*C7H9NO2

Conditions
ConditionsYield
In water at 60℃; for 2h;90%
deferiprone
30652-11-0

deferiprone

vanadyl
20644-97-7

vanadyl

bis(1,2-dimethyl-3-hydroxy-4-pyridinonato)oxidovanadium(IV)

bis(1,2-dimethyl-3-hydroxy-4-pyridinonato)oxidovanadium(IV)

Conditions
ConditionsYield
With NaOH In water under Ar; ligand suspended in water; heated at 50-60°C; VO(2+) soln. and solid NaOH added; chilled; filtered; solid washed with water and acetone; dried in vac.; elem. anal.;86%
deferiprone
30652-11-0

deferiprone

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

1,2-dimethyl-4-oxo-1,4-dihydropyridin-3-yl 4-methylbenzenesulfonate
1259401-68-7

1,2-dimethyl-4-oxo-1,4-dihydropyridin-3-yl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With pyridine at 20℃; Inert atmosphere;86%
dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

deferiprone
30652-11-0

deferiprone

Rh(C5(CH3)5)Cl(C5H2NO2(CH3)2)
173413-67-7

Rh(C5(CH3)5)Cl(C5H2NO2(CH3)2)

Conditions
ConditionsYield
85%
deferiprone
30652-11-0

deferiprone

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
52462-29-0

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

[(p-cymene)Ru(C7H8NO2)Cl]
252573-94-7

[(p-cymene)Ru(C7H8NO2)Cl]

Conditions
ConditionsYield
With NaOMe In methanol; dichloromethane addn. of 1 equiv. NaOMe (in MeOH) to ligand (in CH2Cl2), addn. to stoich. amt. of metal complex (in CH2Cl2), standing for 2 h; solvent removal (vac.), extn. into Et2O/CH2Cl2=1:2, evapn. (reduced pressur), drying (vac.); elem. anal.;85%
chloro(1,5-cyclooctadiene)iridium(I) dimer

chloro(1,5-cyclooctadiene)iridium(I) dimer

deferiprone
30652-11-0

deferiprone

[Ir(C8H12)(CH3NCHCHCOCOC(CH3))]*0.5H2O

[Ir(C8H12)(CH3NCHCHCOCOC(CH3))]*0.5H2O

Conditions
ConditionsYield
With MeONa In methanol; dichloromethane inert atm.; 4 h; evapn. (vac.), extraction (Et2O/CH2Cl2 1:2), evapn., drying (vac.); elem. anal.;85%
deferiprone
30652-11-0

deferiprone

manganese (II) acetate tetrahydrate
6156-78-1

manganese (II) acetate tetrahydrate

Mn(1,2-dimethyl-3-hydroxy-4-pyridinone(1-))3*2.5H2O

Mn(1,2-dimethyl-3-hydroxy-4-pyridinone(1-))3*2.5H2O

Conditions
ConditionsYield
With sodium acetate trihydrate In methanol to soln. ligand and AcONa*3H2O in MeOH Mn(OAc)2*4H2O was added and refluxed for 4 h; react. mixt. was cooled to room temp., ppt. was filtered, washed with Et2O and dried in vacuo overnight; elem. anal.;84.6%
deferiprone
30652-11-0

deferiprone

chromium chloride hexahydrate

chromium chloride hexahydrate

fac-Cr(III)(3-oxy-2-methyl-4-pyridinone)3*2H2O

fac-Cr(III)(3-oxy-2-methyl-4-pyridinone)3*2H2O

Conditions
ConditionsYield
With triethylamine In methanol CrCl3*6H2O added to soln. of deferiprone and triethylamine in CH3OH, mixt. refluxed for 4 h, cooled to room temp.; solid filtered off, washed with cold methanol and ether, dried under vac., recrystd. from water; elem. anal.;84.4%
deferiprone
30652-11-0

deferiprone

vanadyl sulfate *3.6H2O

vanadyl sulfate *3.6H2O

bis(1,4-dihydro-1,2-dimethyl-4-oxo-3-pyridinolato)oxovanadium (IV)
186321-59-5, 175662-51-8

bis(1,4-dihydro-1,2-dimethyl-4-oxo-3-pyridinolato)oxovanadium (IV)

Conditions
ConditionsYield
With potassium hydroxide In water to a soln. of 1-hydroxy-4,6-dimethyl-2(1H)-pyrimidinone in water added dropwise a soln. of VOSO4*3.6H2O in water, pH of the soln. adjusted to 10with 2M KOH, stirred overnight; precipitate collected by filtration, washed several times with H2O, dried over anhydrous P2O5 in vacuo, elem. anal.;84%
deferiprone
30652-11-0

deferiprone

manganese(ll) chloride

manganese(ll) chloride

Mn(1,2-dimethyl-3-hydroxy-4-pyridinone(1-))2Cl*0.25H2O

Mn(1,2-dimethyl-3-hydroxy-4-pyridinone(1-))2Cl*0.25H2O

Conditions
ConditionsYield
With triethylamine In acetonitrile to soln. ligand and Et3N in MeCN MnCl2 was added and refluxed for 6 h; react. mixt. was cooled to room temp. and concd. in vacuo, cold Et2O wasadded, ppt. was filtered, washed with Et2O and dried in vacuo overnight ; elem. anal.;83.8%
methanol
67-56-1

methanol

deferiprone
30652-11-0

deferiprone

1,2-dimethyl-2-methoxy-1,2-dihydro-pyridine-3,4-dione

1,2-dimethyl-2-methoxy-1,2-dihydro-pyridine-3,4-dione

Conditions
ConditionsYield
With silver(l) oxide at 45℃; for 2h;83%
vanadyl sulfate trihydrate

vanadyl sulfate trihydrate

deferiprone
30652-11-0

deferiprone

bis(1,2-dimethyl-3-hydroxy-4-pyridinonato)oxidovanadium(IV)

bis(1,2-dimethyl-3-hydroxy-4-pyridinonato)oxidovanadium(IV)

Conditions
ConditionsYield
With KOH In water under aerobic conditions; VOSO4*3H2O in hot water added slowly to suspn.of ligand (molar ratio 1:2) in hot water; aq. soln. of KOH (2 equiv.) a dded (pH ca. 3); refluxed for 2 h; ppt. collected; washed with acetone; dried overnight in vac.; satisfactory elem. anal.;83%
deferiprone
30652-11-0

deferiprone

tetracarbonyldi-μ-chlorodirhodium(I)

tetracarbonyldi-μ-chlorodirhodium(I)

[Rh(CO)2(CH3NCHCHCOCOC(CH3))]
250638-50-7

[Rh(CO)2(CH3NCHCHCOCOC(CH3))]

Conditions
ConditionsYield
With MeONa In methanol; dichloromethane 4 h; evapn. (vac.), extraction (Et2O/CH2Cl2 1:2), evapn., drying (vac.); elem. anal.;83%
deferiprone
30652-11-0

deferiprone

di-μ-chlorobis{2-[(dimethylamino)methyl]phenyl-C,N}dipalladium (II)

di-μ-chlorobis{2-[(dimethylamino)methyl]phenyl-C,N}dipalladium (II)

[Pd(CH3NCHCHCOCOC(CH3))((CH3)2NCH2C6H4)]
250717-07-8, 250638-60-9

[Pd(CH3NCHCHCOCOC(CH3))((CH3)2NCH2C6H4)]

Conditions
ConditionsYield
With NaOMe In methanol; dichloromethane 2 h; evapn. (vac.), extraction (Et2O/CH2Cl2), evapn., drying (vac., 50°C); elem. anal.;83%
deferiprone
30652-11-0

deferiprone

water
7732-18-5

water

manganese(ll) chloride

manganese(ll) chloride

Mn(1,2-dimethyl-3-hydroxy-4-pyridinone(1-))2(H2O)2*0.5H2O

Mn(1,2-dimethyl-3-hydroxy-4-pyridinone(1-))2(H2O)2*0.5H2O

Conditions
ConditionsYield
With triethylamine In acetonitrile under N2 atm. to slurry MnCl2 in MeCN was added soln. ligand and Et3N inMeCN, mixt. was refluxed for overnight; soln. was cooled to room temp., volume was reduced by stream N2 gas, cold Et2O was added, solid was filtered, washed with MeCN, Et2O, dried under vac. overnight; elem. anal.;83%
...Expand
deferiprone
30652-11-0

deferiprone

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

terephthalic acid
100-21-0

terephthalic acid

water
7732-18-5

water

3Zn(2+)*2C8H4O4(2-)*2C7H8NO2(1-)*2H2O

3Zn(2+)*2C8H4O4(2-)*2C7H8NO2(1-)*2H2O

Conditions
ConditionsYield
In ethanol at 95℃; for 24h;82%
...Expand
methanol
67-56-1

methanol

beryllium(II) sulphate tetrahydrate

beryllium(II) sulphate tetrahydrate

deferiprone
30652-11-0

deferiprone

Be(dpp)2*MeOH
449141-30-4

Be(dpp)2*MeOH

Conditions
ConditionsYield
With NH3 In water 3-hydroxy-1,2-dimethyl-4-pyridinone was added to BeSO4*4H2O in water, after dissolution pH was adjusted to 8.5 with concd. NH3; solvent was evapd. at 323-333 K and cooled to room temp., ppt. was filtered off, washed with cold water, and dried in air, recrystn. from MeOH/Et2O; elem. anal.;81%
...Expand
deferiprone
30652-11-0

deferiprone

dichlorobis(triethylphosphine)-μ-dichlorodipalladium(II)

dichlorobis(triethylphosphine)-μ-dichlorodipalladium(II)

[PdCl(CH3NCHCHCOCOC(CH3))(P(C2H5)3)]*0.5H2O

[PdCl(CH3NCHCHCOCOC(CH3))(P(C2H5)3)]*0.5H2O

Conditions
ConditionsYield
With NaOMe In methanol; dichloromethane 2 h; evapn. (vac.), extraction (Et2O/CH2Cl2), evapn., drying (vac., 50°C); elem. anal.;80%
deferiprone
30652-11-0

deferiprone

uranyl nirate hexahydrate

uranyl nirate hexahydrate

sodium perchlorate

sodium perchlorate

[UO2(3-oxy-1,2-dimethyl-4(1H)-pyridone)2(H2O)]

[UO2(3-oxy-1,2-dimethyl-4(1H)-pyridone)2(H2O)]

Conditions
ConditionsYield
In water slow evapn. of aq. soln. of 0.1 M NaClO4, pyridone-compound, uranyl-compound at room temp. at pH 3; elem. anal.;80%
...Expand
deferiprone
30652-11-0

deferiprone

trans-di-μ-chloro-bis[chloro(tributylphosphine)palladium]

trans-di-μ-chloro-bis[chloro(tributylphosphine)palladium]

[PdCl(CH3NCHCHCOCOC(CH3))(P(C4H9)3)]
250638-59-6

[PdCl(CH3NCHCHCOCOC(CH3))(P(C4H9)3)]

Conditions
ConditionsYield
With NaOMe In methanol; dichloromethane inert atm.; 2 h; evapn. (vac.), extraction (Et2O/CH2Cl2), evapn., drying (vac., 50°C); elem. anal.;78%
deferiprone
30652-11-0

deferiprone

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

terephthalic acid
100-21-0

terephthalic acid

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

3Zn(2+)*2C8H4O4(2-)*2C7H8NO2(1-)*2C3H7NO

3Zn(2+)*2C8H4O4(2-)*2C7H8NO2(1-)*2C3H7NO

Conditions
ConditionsYield
at 100℃; for 24h;77%
...Expand

1,2-Dimethyl-3-hydroxy-4-pyridone Chemical Properties

Chemical Name: 3-Hydroxy-1,2-dimethyl-4(1H)-pyridone
IUPAC NAME: 3-Hydroxy-1,2-dimethylpyridin-4-one
CAS No.: 30652-11-0
RTECS: UU7785940
Molecular Formula: C7H9NO2
Molecular Weight: 139.15 g/mol
Melting Point: 272-275 °C(lit.)
Density: 1.225 g/cm3 
Flash Point: 94.5 °C
Boiling Point: 232.7 °C at 760 mmHg
Following is the structure of 1,2-Dimethyl-3-hydroxy-4-pyridone (30652-11-0):


Product Categories about 1,2-Dimethyl-3-hydroxy-4-pyridone (30652-11-0) are API intermediates ; Chelating Agents, Ligands ; Chelating Agents & Ligands ; Intermediates & Fine Chemicals ; Pharmaceuticals ; Building Blocks ; Heterocyclic Building Blocks ; Piperidones
The chemical synonymous of 1,2-Dimethyl-3-hydroxy-4-pyridone (30652-11-0) are L1 ; Dmhp ; Deferidone ; Deferipron ; Deferiprone ; Cp20 ; 3-Hydroxy-1,2-Dimethyl-4(1h)Pyridinone ; 3-Hydroxy-1,2-Dimethyl-4(1h)-Pyridone

1,2-Dimethyl-3-hydroxy-4-pyridone Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo oral 1gm/kg (1000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH		 BioMetals. Vol. 10, Pg. 247, 1997.
mammal (species unspecified) LD50 unreported > 1gm/kg (1000mg/kg)   Archives of Toxicology, Supplement. Vol. 18, Pg. 202, 1996.
mouse LD50 intraperitoneal 983mg/kg (983mg/kg)   Blood. Vol. 76, Pg. 2389, 1990.
rat LD50 intraperitoneal 600mg/kg (600mg/kg)   Drugs of the Future. Vol. 13, Pg. 413, 1988.
rat LD50 oral 2gm/kg (2000mg/kg) CARDIAC: OTHER CHANGES Archives of Toxicology, Supplement. Vol. 18, Pg. 202, 1996.
 

1,2-Dimethyl-3-hydroxy-4-pyridone Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic vapors of NOx.
Hazard Codes:
Xn: Harmful
Risk Statements about 1,2-Dimethyl-3-hydroxy-4-pyridone (30652-11-0):
R22 Harmful if swallowed. 
R36/37/38 Irritating to eyes, respiratory system and skin. 
Safety Statements about 1,2-Dimethyl-3-hydroxy-4-pyridone (30652-11-0):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39 Wear suitable gloves and eye/face protection.
Attentions:
1. Storage: Store in a cool, dry place. Store in a tightly closed container.
2. Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.

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