Curcumin supplier | CasNO.458-37-7

Name
Curcumin
EINECS 207-280-5
CAS No. 458-37-7
Article Data60
CAS DataBase
Density 1.279 g/cm³
Solubility slightly soluble in hot water
Melting Point 183 °C
Formula C₂₁H₂₀O₆
Boiling Point 591.4 °C at 760 mmHg
Molecular Weight 368.386
Flash Point 208.9 °C
Transport Information
Appearance orange crystalline powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1,6-Heptadiene-3,5-dione,1,7-bis(4-hydroxy-3-methoxyphenyl)-, (E,E)- (8CI);Curcumin (6CI);(1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione;(E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione;(E,E)-1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione;C Yellow 15;C.I. 75300;C.I. Natural Yellow 3;Curcuma;Curcumin I;Diferuloylmethane;E 100;E 100 (dye);Halud;IndianSaffron;Kacha Haldi;Merita Earth;NSC 32982;San-Ei Curcumine AL;San-Ei Gen Curcumine AL;Terra Merita;Turmeric;Turmeric yellow;Ukon (dye);Yellow Ginger;trans,trans-Curcumin;Curcumin;
PSA 96.22000
LogP 3.85260

Synthetic route

: 121-33-5
vanillin

: 123-54-6
acetylacetone

: 458-37-7
curcumin

Conditions

Conditions	Yield
Stage #1: vanillin; acetylacetone With boron trioxide; boric acid tributyl ester In ethyl acetate for 0.333333h; Stage #2: With N-butylamine In ethyl acetate at 80℃; for 15h;	93%
Stage #1: vanillin; acetylacetone With boron trioxide; boric acid tributyl ester In ethyl acetate at 50℃; for 0.166667h; Stage #2: With N-butylamine In ethyl acetate at 50 - 80℃; for 4.25h;	85%
Stage #1: vanillin; acetylacetone With boron trioxide; boric acid tributyl ester In ethyl acetate at 50℃; for 0.0833333h; Aldol condensation; Inert atmosphere; Stage #2: With N-butylamine In ethyl acetate at 50 - 80℃; for 4.25h; Inert atmosphere; Stage #3: With hydrogenchloride In water; ethyl acetate for 0.5h; Inert atmosphere;	81%

: 121-33-5
vanillin

: 123-54-6
acetylacetone

A: 458-37-7
curcumin

B: 1924-25-0
4-hydroxy-6-(4-hydroxy-3-methoxyphenyl)3,5-hexadien-2-one

Conditions

Conditions	Yield
With piperidine; triethyl borate; boron trioxide In 1,4-dioxane	A 8% B 22%

...Expand

: 626-96-0
4-oxopentanal

: 121-33-5
vanillin

A: 458-37-7
curcumin

B: (1E,6E)-4-(4-hydroxy-3-methoxybenzylidene)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione

Conditions

Conditions	Yield
With boron trioxide

...Expand

: 112494-43-6
(1ξ)-1-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-6-heptene-3,5-dione

: 458-37-7
curcumin

Conditions

Conditions	Yield
at 130℃; under 15 Torr; for 10h;

: 123-08-0
4-hydroxy-benzaldehyde

: 121-33-5
vanillin

: 123-54-6
acetylacetone

A: 458-37-7
curcumin

B: 22608-12-4, 24939-16-0, 33171-05-0
bisdemethoxycurcumin

C: 22608-11-3, 24939-17-1, 33171-16-3
demethoxycurcumin

Conditions

Conditions	Yield
With boric acid tributyl ester; boric acid In ethyl acetate at 40℃; for 0.5h;	A 2.1 g B 0.7 g C 2.6 g

...Expand

: 123-08-0
4-hydroxy-benzaldehyde

: 123-54-6
acetylacetone

A: 458-37-7
curcumin

B: 22608-12-4, 24939-16-0, 33171-05-0
bisdemethoxycurcumin

C: 22608-11-3, 24939-17-1, 33171-16-3
demethoxycurcumin

Conditions

Conditions	Yield
With boric acid tributyl ester; boric acid; vanillin In ethyl acetate at 40℃; for 0.5h;	A 2.1 g B 0.7 g C 2.6 g

...Expand

: 121-33-5
vanillin

: 123-54-6
acetylacetone

A: 458-37-7
curcumin

B: 22608-12-4, 24939-16-0, 33171-05-0
bisdemethoxycurcumin

C: 22608-11-3, 24939-17-1, 33171-16-3
demethoxycurcumin

Conditions

Conditions	Yield
With boric acid tributyl ester; boric acid; 4-hydroxy-benzaldehyde In ethyl acetate at 40℃; for 0.5h;	A 2.1 g B 0.7 g C 2.6 g

...Expand

: 1,7-bis-(3-methoxy-4-methoxycarbonyloxy-phenyl)-hepta-1,6-diene-3,5-dione

: 67-64-1
acetone

KOH-solution: KOH-solution

: 458-37-7
curcumin

...Expand

: 1,7-bis-(4-hydroxy-3-methoxy-phenyl)-hepta-1,6-diene-3,5-dione; curcumin-tris hydrobromide

A: 458-37-7
curcumin

B: 10035-10-6, 12258-64-9
hydrogen bromide

Conditions

Conditions	Yield
an trockner Luft;

: 7732-18-5
water

: 1,7-bis-(4-hydroxy-3-methoxy-phenyl)-hepta-1,6-diene-3,5-dione; curcumin-tris hydrobromide

A: 458-37-7
curcumin

B: 10035-10-6, 12258-64-9
hydrogen bromide

...Expand

: curcumin phenoxyl radical

: 458-37-7
curcumin

Conditions

Conditions	Yield
With ascorbic acid In water; dimethyl sulfoxide Kinetics;

: curcumin radical cation

: 458-37-7
curcumin

Conditions

Conditions	Yield
With triethylamine In various solvent(s) at 20℃; Kinetics;

: 121-33-5
vanillin

: 458-37-7
curcumin

Conditions

Conditions	Yield
Stage #1: acetylacetone With boron trioxide In ethyl acetate at 20℃; for 1h; Stage #2: vanillin With boric acid tributyl ester for 1h; Stage #3: With N-butylamine In ethyl acetate for 48h;

: 100-52-7
benzaldehyde

: 123-54-6
acetylacetone

: 458-37-7
curcumin

Conditions

Conditions	Yield
With boron trioxide

: 121-33-5
vanillin

: acetylacetone-boric oxide complex

: 458-37-7
curcumin

Conditions

Conditions	Yield
With tri-sec-butylborate; N-butylamine In ethyl acetate

: 54030-32-9
4-hydroxy-3-(hydroxymethyl)benzaldehyde

: 123-54-6
acetylacetone

: 458-37-7
curcumin

Conditions

Conditions	Yield
Stage #1: 4-hydroxy-3-(hydroxymethyl)benzaldehyde; acetylacetone With boron trioxide; 1,2,3,4-tetrahydroisoquinoline In acetic acid at 110℃; for 24h; Stage #2: In water; acetic acid at 20℃; for 24h;

: 30802-02-9, 142185-30-6
feruloyl-CoA

: 524-14-1
S-(hydrogen malonyl)coenzyme A

: 458-37-7
curcumin

Conditions

Conditions	Yield
With fusion protein of diketide-CoA synthase and curcumin synthase In aq. phosphate buffer at 37℃; for 8h; pH=7.5; Enzymatic reaction;

: 30802-02-9, 142185-30-6
feruloyl-CoA

: 524-14-1
S-(hydrogen malonyl)coenzyme A

A: 1080-12-2, 22214-42-2
(E)-4-(4-hydroxy-3-methoxyphenyl)but-3-ene-2-one

B: 458-37-7
curcumin

Conditions

Conditions	Yield
With curcumin synthase; diketide-CoA synthase In aq. phosphate buffer at 37℃; for 8h; pH=7.5; Enzymatic reaction;

...Expand

: C21H19O6(1-)

: 458-37-7
curcumin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: N,N-dimethyl-formamide / 12 h / 20 °C / Darkness 1.2: 5 h / 20 °C / Inert atmosphere; Darkness 2.1: dimethyl sulfoxide; water / 1 h / pH 7.2 / Irradiation View Scheme

: C21H25N2O6Pt(1+)*NO3(1-)

: 458-37-7
curcumin

Conditions

Conditions	Yield
In water; dimethyl sulfoxide for 1h; pH=7.2; Irradiation;

: C23H27N2O6Pt(1+)*NO3(1-)

: 458-37-7
curcumin

Conditions

Conditions	Yield
In water; dimethyl sulfoxide for 1h; pH=7.2; Irradiation;

: C27H33N2O6Pt(1+)*NO3(1-)

: 458-37-7
curcumin

Conditions

Conditions	Yield
In water; dimethyl sulfoxide for 1h; pH=7.2; Irradiation;

: rubrocurcumin

: 458-37-7
curcumin

Conditions

Conditions	Yield
With water In acetone at 50℃; Kinetics;

: C24H21BO10

: 458-37-7
curcumin

Conditions

Conditions	Yield
With water In acetone at 50℃; Kinetics;

: C28H23BO9

: 458-37-7
curcumin

Conditions

Conditions	Yield
With water In acetone at 50℃; Kinetics;

: C27H25BO13

: 458-37-7
curcumin

Conditions

Conditions	Yield
With water In acetone at 50℃; Kinetics;

: rosacyanine

: 458-37-7
curcumin

Conditions

Conditions	Yield
With ethanol In N,N-dimethyl acetamide Solvent;

: 458-37-7
curcumin

: 108-24-7
acetic anhydride

: 297179-80-7
1,7-bis(4-acetoxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione

Conditions

Conditions	Yield
With pyridine In 2-methyltetrahydrofuran for 2h; Reflux;	98%
With sodium acetate
With pyridine In dichloromethane for 2h; Reflux;

: 458-37-7
curcumin

: 108-24-7
acetic anhydride

: 19697-86-0
((1E,6E)-3,5-dioxohepta-1,6-diene-1,7-diyl)bis(2-methoxy-4,1-phenylene)diacetate

Conditions

Conditions	Yield
With pyridine In dichloromethane for 2h; Reflux;	98%
With sodium hydrogencarbonate; sodium carbonate; potassium hydrogencarbonate; acetyl chloride In dichloromethane; toluene; acetonitrile at 0℃; for 20h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;	96%
With pyridine In dichloromethane for 1h; Reflux;	95%

: 458-37-7
curcumin

: 99-61-6
3-nitro-benzaldehyde

: 57-13-6
urea

: 5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(3-nitrophenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With phosphomolybdic acid In ethanol for 0.0583333h; Microwave irradiation; Green chemistry;	98%
With piperidine In methanol at 60 - 65℃; for 20h;	72%

...Expand

: 458-37-7
curcumin

: 17356-08-0
thiourea

: 139-85-5
3,4-dihydroxybenzaldehyde

: 5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(3,4-dihydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-thione

Conditions

Conditions	Yield
With phosphomolybdic acid In ethanol for 0.0416667h; Microwave irradiation; Green chemistry;	98%

...Expand

: 458-37-7
curcumin

: 95-54-5
1,2-diamino-benzene

: 4,4'-((1E,1'E)-(3H-benzo[b]-[1,4]-diazepine-2,4-diyl)bis(ethene-2,1-diyl))bis-(2-methoxyphenol)

Conditions

Conditions	Yield
With sulfuric acid In ethanol at 20℃;	97.5%

: 458-37-7
curcumin

: 100-52-7
benzaldehyde

: 57-13-6
urea

: 1373886-08-8
5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With tin(II) chloride dihdyrate at 80℃; for 1.33333h; Neat (no solvent);	97%
With chitosan (viscosity 800–2000 cps) In water; acetic acid at 60℃; for 1.33333h; Green chemistry;	97%
With phosphomolybdic acid In ethanol for 0.0416667h; Microwave irradiation; Green chemistry;	97%
With piperidine In methanol at 60 - 65℃; for 16h;	76%

...Expand

: 458-37-7
curcumin

: 90-02-8
salicylaldehyde

: 57-13-6
urea

: 1373886-13-5
5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(2-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With phosphomolybdic acid In ethanol for 0.0416667h; Microwave irradiation; Green chemistry;	97%
With tin(II) chloride dihdyrate at 80℃; for 1.5h; Neat (no solvent);	96%
With piperidine In methanol at 60 - 65℃; for 18h;	75%

...Expand

: 458-37-7
curcumin

: 17356-08-0
thiourea

: 100-10-7
4-dimethylamino-benzaldehyde

: 5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-N,N-dimethylphenyl)-3,4-dihydropyrimidin-2(1H)-thione

Conditions

Conditions	Yield
With phosphomolybdic acid In ethanol for 0.0416667h; Microwave irradiation; Green chemistry;	97%
With piperidine In methanol at 60 - 65℃; for 16h;	80%

...Expand

: 458-37-7
curcumin

: 99-61-6
3-nitro-benzaldehyde

: 17356-08-0
thiourea

: 5-(4-hydroxy-3-methoxyphenylethylene carbonyl)-6-(4-hydroxy,3-methoxyphenylethylene)-4-(3-nitrophenyl)-3,4-dihydropyrimidin-2(1H)-thione

Conditions

Conditions	Yield
With phosphomolybdic acid In ethanol for 0.0416667h; Microwave irradiation; Green chemistry;	97%

...Expand

: 458-37-7
curcumin

: 95-83-0
4-Chloro-1,2-phenylenediamine

: 4,4'-((1E,1'E)-(7-chloro-3H-benzo[b]-[1,4]-diazepine-2,4-diyl)bis(ethene-2,1-diyl))bis-(2-methoxyphenol)

Conditions

Conditions	Yield
With sulfuric acid In ethanol at 20℃;	96.1%

: 458-37-7
curcumin

: 104-88-1
4-chlorobenzaldehyde

: 17356-08-0
thiourea

: 1373886-17-9
5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-chlorophenyl)-3,4-dihydropyrimidin-2(1H)-thione

Conditions

Conditions	Yield
With tin(II) chloride dihdyrate at 80℃; for 1.33333h; Neat (no solvent);	96%
With phosphomolybdic acid In ethanol for 0.0416667h; Microwave irradiation; Green chemistry;	96%

...Expand

: 458-37-7
curcumin

: 104-88-1
4-chlorobenzaldehyde

: 57-13-6
urea

: 1373886-09-9
5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-chlorophenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With phosphomolybdic acid In ethanol for 0.0416667h; Microwave irradiation; Green chemistry;	96%
With chitosan (viscosity 800–2000 cps) In water; acetic acid at 60℃; for 1.5h; Green chemistry;	95%
With tin(II) chloride dihdyrate at 80℃; for 1.33333h; Neat (no solvent);	94%

...Expand

: 458-37-7
curcumin

: 555-16-8
4-nitrobenzaldehdye

: 57-13-6
urea

: 1373886-10-2
5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-nitrophenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With tin(II) chloride dihdyrate at 80℃; for 1.5h; Neat (no solvent);	96%
With chitosan (viscosity 800–2000 cps) In water; acetic acid at 60℃; for 1.33333h; Green chemistry;	95%

...Expand

: 458-37-7
curcumin

: 123-08-0
4-hydroxy-benzaldehyde

: 57-13-6
urea

: 1373886-14-6
5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With chitosan (viscosity 800–2000 cps) In water; acetic acid at 60℃; for 1.33333h; Green chemistry;	96%
With phosphomolybdic acid In ethanol for 0.0416667h; Microwave irradiation; Green chemistry;	96%
With tin(II) chloride dihdyrate at 80℃; for 1.5h; Neat (no solvent);	95%
With piperidine In methanol at 60 - 65℃; for 18h;	62%

...Expand

: 458-37-7
curcumin

: 121-33-5
vanillin

: 17356-08-0
thiourea

: 1373886-20-4
C30H28N2O7S

Conditions

Conditions	Yield
With chitosan (viscosity 800–2000 cps) In water; acetic acid at 60℃; for 1.33333h; Green chemistry;	96%
With tin(II) chloride dihdyrate at 80℃; for 1.5h; Neat (no solvent);	93%

...Expand

: 458-37-7
curcumin

: 100-83-4
meta-hydroxybenzaldehyde

: 17356-08-0
thiourea

: C29H26N2O6S

Conditions

Conditions	Yield
With D-(+)-glucosamine hydrochloride In neat (no solvent) Microwave irradiation;	96%

...Expand

: 458-37-7
curcumin

: 106-95-6
allyl bromide

: (1E,6E)-4,4-diallyl-1,7-bis(4-(allyloxy)-3-methoxyphenyl)hepta-1,6-diene-3,5-dione

Conditions

Conditions	Yield
With [benzene-1,3,5-triyltris(methylene)]tris(triphenylphosphonium) tribromide; sodium hydroxide In dichloromethane; water at 30℃; for 12h;	96%

: 458-37-7
curcumin

: 57-13-6
urea

: 139-85-5
3,4-dihydroxybenzaldehyde

: 5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(3,4-dihydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With phosphomolybdic acid In ethanol for 0.0416667h; Microwave irradiation; Green chemistry;	96%

...Expand

: 5348-42-5
4,5-Dichloro-1,2-phenylenediamine

: 458-37-7
curcumin

: 4,4'-((1E,1'E)-(7,8-dichloro-3H-benzo[b]-[1,4]-diazepine-2,4-diyl)bis(ethene-2,1-diyl))bis-(2-methoxyphenol)

Conditions

Conditions	Yield
With sulfuric acid In ethanol at 20℃;	95.3%

: 458-37-7
curcumin

: 7166-19-0, 18315-81-6, 39674-40-3
(2-bromo-2-nitroethenyl)benzene

: (2E)-1-(2-(3-hydroxy-4-methoxystyryl)-4,5-dihydro-5-nitro-4-phenylfuran-3-yl)-3-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-one

Conditions

Conditions	Yield
With water; potassium carbonate In tetrahydrofuran at 20℃; for 2h; Feist-Benary reaction; Combinatorial reaction / High throughput screening (HTS); diastereoselective reaction;	95%

: 14794-31-1
ethyl 3-(chloroformyl)propionate

: 458-37-7
curcumin

: 4,4'-((1E,6E)-3,5-dioxohepta-1,6-diene-1,7-diyl)bis(2-methoxy-1,4-phenylene) diethyl disuccinate

Conditions

Conditions	Yield
With dmap In dichloromethane at 20℃; for 2h; Inert atmosphere;	95%

: 458-37-7
curcumin

: 100-52-7
benzaldehyde

: 17356-08-0
thiourea

: 1373886-16-8
5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-phenyl-3,4-dihydropyrimidin-2(1H)-thione

Conditions

Conditions	Yield
With tin(II) chloride dihdyrate at 80℃; for 1.33333h; Neat (no solvent);	95%
With phosphomolybdic acid In ethanol for 0.0416667h; Microwave irradiation; Green chemistry;	95%
With chitosan (viscosity 800–2000 cps) In water; acetic acid at 60℃; for 1.33333h; Green chemistry;	94%
With piperidine In methanol at 60 - 65℃; for 16h;	76%

...Expand

: 458-37-7
curcumin

: 123-08-0
4-hydroxy-benzaldehyde

: 17356-08-0
thiourea

: 1373886-21-5
5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-thione

Conditions

Conditions	Yield
With phosphomolybdic acid In ethanol for 0.0416667h; Microwave irradiation; Green chemistry;	95%
With tin(II) chloride dihdyrate at 80℃; for 1.5h; Neat (no solvent);	93%

...Expand

: 458-37-7
curcumin

: 90-02-8
salicylaldehyde

: 17356-08-0
thiourea

: C29H26N2O6S

Conditions

Conditions	Yield
With D-(+)-glucosamine hydrochloride In neat (no solvent) Microwave irradiation;	95%

...Expand

: 458-37-7
curcumin

: 57-13-6
urea

: 95-01-2
2,4-Dihydroxybenzaldehyde

: C29H26N2O8

Conditions

Conditions	Yield
With D-(+)-glucosamine hydrochloride In neat (no solvent) Microwave irradiation;	95%

...Expand

: 458-37-7
curcumin

: 17201-43-3
4-cyanobenzyl bromide

: C53H40N4O6

Conditions

Conditions	Yield
With [benzene-1,3,5-triyltris(methylene)]tris(triphenylphosphonium) tribromide; sodium hydroxide In dichloromethane; water at 30℃; for 12h;	95%

: 458-37-7
curcumin

: 2826-24-6
4-bromobenzylidenemalononitrile

: C30H25BrN2O6

Conditions

Conditions	Yield
With piperidine; dmap In ethanol for 12h; Reflux;	95%

: 458-37-7
curcumin

: 109-63-7
boron trifluoride diethyl etherate

: 2,2-difluoro-4,6-bis[β-(4-hydroxy-3-methoxystyryl)]-1,3,2-dioxaborine

Conditions

Conditions	Yield
In dichloromethane at 20℃;	95%
In tetrahydrofuran Reflux; Inert atmosphere;	79%
In dichloromethane for 2h; Inert atmosphere; Reflux;	510 mg
With acetic acid at 20℃; for 0.5h; Darkness;
In acetic acid at 20℃; for 0.5h; Sonication; Darkness;

: 458-37-7
curcumin

: 64-19-7
acetic acid

: 19697-86-0
((1E,6E)-3,5-dioxohepta-1,6-diene-1,7-diyl)bis(2-methoxy-4,1-phenylene)diacetate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 155℃; for 1h;	95%

: 458-37-7
curcumin

: 104-87-0
4-methyl-benzaldehyde

: 57-13-6
urea

: 1373886-15-7
5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-methylphenyl)-3,4-dihydropyrimidin-2(1H)-one

Conditions

Conditions	Yield
With chitosan (viscosity 800–2000 cps) In water; acetic acid at 60℃; for 1.5h; Green chemistry;	94%
With tin(II) chloride dihdyrate at 80℃; for 1.5h; Neat (no solvent);	92%
With piperidine In methanol at 60 - 65℃; for 16h;	81%

...Expand

Curcumin Consensus Reports

Reported in EPA TSCA Inventory.

Curcumin Specification

The Curcumin, with the CAS registry number 458-37-7, is also known as 1,7-Bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione; C.I. 75300; C.I. Natural Yellow 3; Diferuloylmethane. It belongs to the product categories of Colorants;Natural Plant Extract;Aromatics;Pharmaceuticals.This chemical's molecular formula is C₂₁H₂₀O₆ and molecular weight is 368.38.Its EINECS number is 207-280-5. What's more,Its systematic name is Curcumin.It is orange crystalline powder,Stable,but may be light sensitive,Incompatible with strong oxidizing agents,Slightly soluble in hot water.Curcumin is sensitive to light and changes in pH,and may react with oxidizing materials.

Physical properties about Curcumin are:
(1)ACD/LogP: 3.071; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.07; (4)ACD/LogD (pH 7.4): 2.96; (5)ACD/BCF (pH 5.5): 126.55; (6)ACD/BCF (pH 7.4): 98.45; (7)ACD/KOC (pH 5.5): 1111.61; (8)ACD/KOC (pH 7.4): 864.84; (9)#H bond acceptors: 6; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 10; (12)Index of Refraction: 1.643; (13)Molar Refractivity: 104.048 cm³ ; (14)Molar Volume: 287.893 cm³; (15)Surface Tension: 54.3230018615723 dyne/cm; (16)Density: 1.28 g/cm³; (17)Flash Point: 208.941 °C; (18)Enthalpy of Vaporization: 91.47 kJ/mol; (19)Boiling Point: 591.364 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

Uses of Curcumin:
The Curcumin is brightly colored and may be used as a food coloring. It has been used historically as a component of Indian Ayurvedic medicine since 1900 BCE to treat a wide variety of ailments.It is obtained from tumeric, the powdered root of curcuma longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.It is a natural phenolic compound. Potent anti-tumor agent having anti-inflammatory and anti-oxidant properties. Induces apoptosis in cancer cells and inhibits phorbol ester-induced protein kinase C (PKC) activity. Reported to inhibit production of inflammatory cytokines by peripheral blood monocytes and alveolar macrophages. Potent inhibitor of EGFR tyrosine kinase and IκB kinase. Inhibits inducible nitric oxide synthase (iNOS), cycloxygenase and lipoxygenase. Easily penetrates into the cytoplasm of cells, accumulating in membranous structures such as plasma membrane, endoplasmic reticulum and nuclear envelope.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C(\C=C\c1ccc(O)c(OC)c1)CC(=O)\C=C\c2cc(OC)c(O)cc2;
(2)Std. InChI:InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+;
(3)Std. InChIKey:VFLDPWHFBUODDF-FCXRPNKRSA-N;

The toxicity data of Curcumin as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	intraperitoneal	1500mg/kg (1500mg/kg)	Indian Journal of Medical Research. Vol. 64, Pg. 601, 1976.
mouse	LD50	oral	> 2gm/kg (2000mg/kg)	Journal of Pharmacy and Pharmacology. Vol. 25, Pg. 447, 1973.
rat	LD	oral	> 2gm/kg (2000mg/kg)	Planta Medica. Vol. 64, Pg. 353, 1998.

Product Name

Curcumin

Synthetic route

Curcumin Consensus Reports

Curcumin Specification

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