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3902-71-4

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3902-71-4 Usage

Chemical Properties

White to slightly beige crystalline powder

Originator

Trisoralen,Elder,US,1965

Uses

Different sources of media describe the Uses of 3902-71-4 differently. You can refer to the following data:
1. melanizing agent, antipsoriatic
2. Trioxsalen has been used: to induce small deletion mutations in worms in combination with ultraviolet A (UVA) to induce interstrand crosslinks (ICLs) in DNA for the preparation and photoactivation of trimethyl psoralen

Definition

ChEBI: 7H-Furo[3,2-g]chromen-7-one in which positions 2, 5, and 9 are substituted by methyl groups. Like other psoralens, trioxsalen causes photosensitization of the skin. It is administered orally in conjunction with UV-A for phot therapy treatment of vitiligo. After photoactivation it creates interstrand cross-links in DNA, inhibiting DNA synthesis and cell division, and can lead to cell injury; recovery from the cell injury may be followed by increased melanisation of the epidermi .

Indications

Trioxsalen (Trisoralen) followed by UVA exposure is used to repigment vitiliginous areas and in photochemotherapy.

Manufacturing Process

(A) Preparation of 7-Hydroxy-4,8-Dimethylcoumarin: Chilled ethyl acetoacetate (157 ml, 1.20 mols) followed by 2-methyl-resorcinol (130 g, 1.04 mols) was dissolved in well-stirred concentrated sulfuric acid (600 ml) at such a rate as to keep the temperature below 10°C (ice bath). The stirred solution was allowed to warm gradually and after 3 hours was added to water (ca 8 liters) with mechanical stirring. The product was collected, washed twice with water, and dried at 70° to 80°C until the first sign of darkening. Yield 191.3 g (95.4%). Recrystallization from aqueous ethanol gave 7-hydroxy-4,8- dimethylcoumarin as colorless needles, MP 260.5° to 261°C. In dilute sodium hydroxide, the compound gives a yellow solution which exhibits blue fluorescence. (B) Preparation of 7-Allyloxy-4,8-Dimethylcoumarin: 7-Hydroxy-4,8- dimethylcoumarin (191.3 g, 1.01 mols), anhydrous potassium carbonate (604 g, 4.37 mols), and allyl bromide (578 ml, 6.22 mols) were refluxed overnight in acetone (ca 3 liters) with mechanical stirring. The reaction mixture was concentrated nearly to dryness on a steam bath under reduced pressure, water (ca 8 liters) was added, and the product was collected by filtration. It was washed with 5% NaOH and water (ca 1.5-liter portions) and was dried in a vacuum desiccator. The dry solid was washed with petroleum ether (30° to 60°C) to remove excess allyl bromide. Removal of the petroleum ether under reduced pressure left 210.0 g (90.7% yield) of product. The 7-allyloxy-4,8- dimethylcoumarin was crystallized from aqueous ethanol as colorless needles, MP 108° to 109°C. (C) Preparation of 6-Allyl-7-Hydroxy-4,8-Dimethylcoumarin: 7-Allyloxy-4,8- dimethylcoumarin (195.0 g, 0.84 mol) was heated (oil bath) to 2154°C (reaction mixture temperature) for 3 hours and was then poured into absolute alcohol (ca 1.5 liters). Activated carbon (Norite) (19.5 g) was added, and the solution was heated to boiling, filtered, and diluted with excess water (ca 12 liters). The product was collected by filtration and partially dried at 70°C for 6 hours. 6-Allyl-7-hydroxy-4,8-dimethylcoumarin was obtained as pale yellow microcrystalline prisms, MP 166° to 168°C, by two recrystallizations from aqueous ethanol of a portion of the partially dried solid. The remaining partially dried solid was used in the next step. (D) Preparation of 7-Acetoxy-6-Allyl-4,8-Dimethylcoumarin: A solution of the partially dried 6-allyl-7-hydroxy-4,8-dimethylcoumarin obtained in the previous step, acetic anhydride (915 ml, 9.7 mols) and fused sodium acetate (2 g) was refluxed for 4 hours and added to water (ca 8 liters) with mechanical stirring. After excess acetic anhydride had decomposed, the 7- acetoxy-6-allyl-4,8-dimethylcoumarin was collected by filtration, dried, and recrystallized from absolute alcohol, MP 144.5° to 145.5°C. Yield 145.4 g (63.8%, based on 7-allyloxy-4,8-dimethylcoumarin). (E) Preparation of 7-Acetoxy-6-(2',3'-Dibromopropyl)-4,8-Dimethylcoumarin: 7-Acetoxy-6-allyl-4,8-dimethylcoumarin (145.4 g, 0.534 mol) was dissolved in chloroform (ca 800 ml). The stirred solution was cooled in an ice bath and bromine (85.2 g, 0.534 mol) in chloroform (200 ml) was added at such a rate as to keep the temperature below 25°C. Evaporation of chloroform on the steam bath left an off-white residue of the crude dibromide. Yield 230.6 g (quantitative). 7-Acetoxy-6-(2',3'-dibromopropyl)-4,8-dimethylcoumarin was crystallized from ethanol as colorless prisms, MP 141.5° to 142.5°C. (F) Preparation of 2',4,8-Trimethylpsoralen: Crude 7-acetoxy-6-(2',3'- dibromopropyl)-4,8-dimethylcoumarin (245.7 g, 0.57 mol) was refluxed for 1 1/2 hours with a stirred solution of sodium (65.4 g, 2.85 mols) in a magnesium-dried ethanol (2.1 liters). After standing at room temperature for 15 minutes, the reaction mixture was poured into a stirred mixture of ice (8,000 g) and a 3.5% HCl (8 liters). Twelve hours later, the precipitate had coagulated and was collected by filtration; it was thoroughly washed with successive 3-liter portions of 5% NaOH, water, 0.5% HCl, and water. After partial drying at 60°C for 5 hours, the crude trimethylpsoralen material was thoroughly dried in a vacuum desiccator. Yield 110.1 g (85%). Fractional crystallization, using activated carbon (Norite) (30.8 g), from mixtures of chloroform and petroleum ether (30° to 60°C) and finally from chloroform alone gave colorless prisms of 2',4,8-trimethylpsoralen, MP 234.5° to 235°C. Yield 61.8 g (48%)

Brand name

Trisoralen (Valeant).

Biological Activity

trioxsalen has been reported to intercalate into dna forming dna single-strand adducts and interstrand crosslinks when activated with uv light.

Biochem/physiol Actions

Photochemical crosslinker of DNA that has been used as a probe for nucleic acid structure and function. Trioxsalen has also been used to crosslink DNA onto mica surfaces.

in vitro

trioxsalen (trimethylpsoralen, trioxysalen or trisoralen) is a furanocoumarin and a psoralen derivative. it is obtained from several plants, mainly psoralea corylifolia. like other psoralens it causes photosensitization of the skin. after photoactivation it creates interstrand cross-links in dna, which can cause programmed cell death unless repaired by cellular mechanisms. in research it can be conjugated to dyes for confocal microscopy and used to visualize sites of dna damage [1].

in vivo

mice received 3h-trioxsalen either orally or intraperitoneally. it was found that over 88% of trioxsalen, after po or i.p. administration, was excreted in the urine within 8 hours and over 90% within 12 hours. the distribution patterns of trioxsalen radioactivity demonstrated that trioxsalen was selectively present in liver, skin, and blood and was barely detectable in other organs. the highest values were observed between 2 and 6 hours and diminished rapidly thereafter [1].

Purification Methods

Purify trioxsalen by recrystallisation from CHCl3. If too impure, it is fractionally crystallised from CHCl3/pet ether (b 30-60o) using Norit and finally crystallised from CHCl3 alone to give colourless prisms, m 234.5-235o. It is a photosensitiser so it should be stored in the dark. [UV: Kaufmann J Org Chem 26 117 1961, Baeme et al. J Chem Soc 2976 1949, Beilstein 19/4 V 472.]

references

[1] mahmoud m. a. hassan. trioxsalen. analytical profiles of drug substances volume 10, 1981, pages 705-727.

Check Digit Verification of cas no

The CAS Registry Mumber 3902-71-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,9,0 and 2 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 3902-71:
(6*3)+(5*9)+(4*0)+(3*2)+(2*7)+(1*1)=84
84 % 10 = 4
So 3902-71-4 is a valid CAS Registry Number.

3902-71-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (T2267)  Trioxsalen  >98.0%(HPLC)

  • 3902-71-4

  • 1g

  • 1,370.00CNY

  • Detail
  • TCI America

  • (T2267)  Trioxsalen  >98.0%(HPLC)

  • 3902-71-4

  • 5g

  • 3,840.00CNY

  • Detail
  • USP

  • (1693009)  Trioxsalen  United States Pharmacopeia (USP) Reference Standard

  • 3902-71-4

  • 1693009-200MG

  • 4,647.24CNY

  • Detail
  • Sigma

  • (T6137)  Trioxsalen  ≥98% (HPLC), powder

  • 3902-71-4

  • T6137-100MG

  • 885.69CNY

  • Detail
  • Sigma

  • (T6137)  Trioxsalen  ≥98% (HPLC), powder

  • 3902-71-4

  • T6137-500MG

  • 2,937.87CNY

  • Detail
  • Sigma

  • (T6137)  Trioxsalen  ≥98% (HPLC), powder

  • 3902-71-4

  • T6137-1G

  • 5,004.09CNY

  • Detail

3902-71-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name trioxsalen

1.2 Other means of identification

Product number -
Other names Trioxysalenum

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3902-71-4 SDS

3902-71-4Synthetic route

4,8-dimethyl-7-<(β-bromoallyl)oxy>coumarin
72478-66-1

4,8-dimethyl-7-<(β-bromoallyl)oxy>coumarin

trioxsalen
3902-71-4

trioxsalen

Conditions
ConditionsYield
With N,N-diethylaniline at 225℃; for 24h;60%
4,8-dimethyl-7-<(β-chloroalllyl)oxy>coumarin
69897-63-8

4,8-dimethyl-7-<(β-chloroalllyl)oxy>coumarin

trioxsalen
3902-71-4

trioxsalen

Conditions
ConditionsYield
With N,N-diethylaniline at 220 - 225℃; for 24h;14%
6-allyl-7-hydroxy-4,8-dimethyl-2H-chromen-2-one
3993-44-0

6-allyl-7-hydroxy-4,8-dimethyl-2H-chromen-2-one

A

trioxsalen
3902-71-4

trioxsalen

B

4,10-Dimethyl-pyrano[3,2-g]chromene-2,8-dione
141536-65-4

4,10-Dimethyl-pyrano[3,2-g]chromene-2,8-dione

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene for 12h; Heating; Yield given. Yields of byproduct given;
4,8-dimethyl-7-hydroxycoumarin
4115-76-8

4,8-dimethyl-7-hydroxycoumarin

trioxsalen
3902-71-4

trioxsalen

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / acetone
2: N,N-diethylaniline / 218 °C
3: 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) / benzene / 12 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 77 percent / potassium carbonate / acetone / 24 h / Heating
2: 14 percent / N,N-diethylaniline / 24 h / 220 - 225 °C
View Scheme
Multi-step reaction with 2 steps
1: 91 percent / potassium carbonate / acetone / 6 h / Heating
2: 60 percent / N,N-diethylaniline / 24 h / 225 °C
View Scheme
7-allyloxy-4,8-dimethyl-2H-chromen-2-one
3993-43-9

7-allyloxy-4,8-dimethyl-2H-chromen-2-one

trioxsalen
3902-71-4

trioxsalen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N,N-diethylaniline / 218 °C
2: 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) / benzene / 12 h / Heating
View Scheme
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

trioxsalen
3902-71-4

trioxsalen

4′-azidomethyl-4,5′,8-trimethylpsoralen
1489190-74-0

4′-azidomethyl-4,5′,8-trimethylpsoralen

Conditions
ConditionsYield
Stage #1: 1,3,5-Trioxan; trioxsalen With hydrogenchloride at 20℃; for 16h;
Stage #2: With sodium azide; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 80℃; for 24h;
94%
trioxsalen
3902-71-4

trioxsalen

methyl iodide
74-88-4

methyl iodide

(Z)-3-(6-Methoxy-2,7-dimethyl-benzofuran-5-yl)-but-2-enoic acid

(Z)-3-(6-Methoxy-2,7-dimethyl-benzofuran-5-yl)-but-2-enoic acid

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran 1.) 15 min, 2.) 10 h;92%
1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

trioxsalen
3902-71-4

trioxsalen

4'-chloromethyl-4,5',8-trimethylpsoralen
62442-57-3

4'-chloromethyl-4,5',8-trimethylpsoralen

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 16h;86%
With hydrogenchloride In water at 25℃; for 12h;70%
trioxsalen
3902-71-4

trioxsalen

4'-bromotrioxsalen
21902-49-8

4'-bromotrioxsalen

Conditions
ConditionsYield
With bromine In dichloromethane at 25℃; for 3h;82%
trioxsalen
3902-71-4

trioxsalen

ethyl chloromethyl ether
3188-13-4

ethyl chloromethyl ether

4'-hydroxymethyl-4,5',8-trimethylpsoralen
62442-59-5

4'-hydroxymethyl-4,5',8-trimethylpsoralen

Conditions
ConditionsYield
In acetic acid at 20℃; for 15h; Protected from light;75%
trioxsalen
3902-71-4

trioxsalen

A

4',5'-dihydro-4,5',8-trimethylpsoralen
21902-10-3

4',5'-dihydro-4,5',8-trimethylpsoralen

B

6,7-dihydro-4,10-dimethyl-2H,8H-benzo<1,2-b;5,4-b'>dipyran-2-one
132186-42-6

6,7-dihydro-4,10-dimethyl-2H,8H-benzo<1,2-b;5,4-b'>dipyran-2-one

Conditions
ConditionsYield
With cyclohexene; palladium on activated charcoal In ethanol for 3h; Heating;A 74%
B 12%
trioxsalen
3902-71-4

trioxsalen

C14H11IO3
1148007-01-5

C14H11IO3

Conditions
ConditionsYield
With N-iodo-succinimide In chloroform; trifluoroacetic acid at 20℃; for 3h;71%
trioxsalen
3902-71-4

trioxsalen

4',5'-dihydro-4,5',8-trimethylpsoralen
21902-10-3

4',5'-dihydro-4,5',8-trimethylpsoralen

Conditions
ConditionsYield
With palladium on activated charcoal In ethanol for 0.5h; Heating;70%
trioxsalen
3902-71-4

trioxsalen

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

4'-chloromethyl-4,5',8-trimethylpsoralen
62442-57-3

4'-chloromethyl-4,5',8-trimethylpsoralen

Conditions
ConditionsYield
With acetic acid62%
In acetic acid for 48h; Ambient temperature;55%
With acetic acid
With acetic acid at 20℃; for 72h;
trioxsalen
3902-71-4

trioxsalen

acetic anhydride
108-24-7

acetic anhydride

4'-acetyltrioxsalen
1114540-01-0

4'-acetyltrioxsalen

Conditions
ConditionsYield
With tin(IV) chloride at 25℃; for 72h;62%
2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione
118-29-6

2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione

trioxsalen
3902-71-4

trioxsalen

4'-N-Phthalimidomethyl-4,5',8-trimethylpsoralen
62442-58-4

4'-N-Phthalimidomethyl-4,5',8-trimethylpsoralen

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; trifluoroacetic acid In dichloromethane for 6h; Ambient temperature;61%
trioxsalen
3902-71-4

trioxsalen

4,5',8-trimethylthionepsoralen

4,5',8-trimethylthionepsoralen

Conditions
ConditionsYield
With piperidine; tetraphosphorus decasulfide In benzene at 70℃; for 12h;60%
trioxsalen
3902-71-4

trioxsalen

5,9-dimethyl-7-oxo-7H-furo[3,2-g]chromene-2-carbaldehyde

5,9-dimethyl-7-oxo-7H-furo[3,2-g]chromene-2-carbaldehyde

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 120℃; for 24h;50%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In fluorobenzene; dimethyl sulfoxide at 120℃; for 24h;50%
Methyl oleate
112-62-9

Methyl oleate

trioxsalen
3902-71-4

trioxsalen

methyl (9E)-octadec-9-enoate
2462-84-2

methyl (9E)-octadec-9-enoate

Conditions
ConditionsYield
at 15℃; Quantum yield; Irradiation;
Methyl oleate
112-62-9

Methyl oleate

trioxsalen
3902-71-4

trioxsalen

8-((1S,2R,2aR,9bS)-5,7,9b-Trimethyl-2-octyl-3-oxo-1,2a,3,9b-tetrahydro-2H-4,6-dioxa-cyclobuta[a]cyclopenta[g]naphthalen-1-yl)-octanoic acid methyl ester
122334-17-2, 122440-54-4, 122440-56-6, 122440-58-8

8-((1S,2R,2aR,9bS)-5,7,9b-Trimethyl-2-octyl-3-oxo-1,2a,3,9b-tetrahydro-2H-4,6-dioxa-cyclobuta[a]cyclopenta[g]naphthalen-1-yl)-octanoic acid methyl ester

8-((1S,2S,2aR,9bS)-5,7,9b-Trimethyl-2-octyl-3-oxo-1,2a,3,9b-tetrahydro-2H-4,6-dioxa-cyclobuta[a]cyclopenta[g]naphthalen-1-yl)-octanoic acid methyl ester
122334-17-2, 122440-54-4, 122440-56-6, 122440-58-8

8-((1S,2S,2aR,9bS)-5,7,9b-Trimethyl-2-octyl-3-oxo-1,2a,3,9b-tetrahydro-2H-4,6-dioxa-cyclobuta[a]cyclopenta[g]naphthalen-1-yl)-octanoic acid methyl ester

8-((1S,2R,2aR,9bS)-5,7,9b-Trimethyl-1-octyl-3-oxo-1,2a,3,9b-tetrahydro-2H-4,6-dioxa-cyclobuta[a]cyclopenta[g]naphthalen-2-yl)-octanoic acid methyl ester
116522-73-7, 122406-48-8, 122440-53-3, 122440-55-5, 122440-57-7

8-((1S,2R,2aR,9bS)-5,7,9b-Trimethyl-1-octyl-3-oxo-1,2a,3,9b-tetrahydro-2H-4,6-dioxa-cyclobuta[a]cyclopenta[g]naphthalen-2-yl)-octanoic acid methyl ester

8-((1S,2S,2aR,9bS)-5,7,9b-Trimethyl-1-octyl-3-oxo-1,2a,3,9b-tetrahydro-2H-4,6-dioxa-cyclobuta[a]cyclopenta[g]naphthalen-2-yl)-octanoic acid methyl ester
116522-73-7, 122406-48-8, 122440-53-3, 122440-55-5, 122440-57-7

8-((1S,2S,2aR,9bS)-5,7,9b-Trimethyl-1-octyl-3-oxo-1,2a,3,9b-tetrahydro-2H-4,6-dioxa-cyclobuta[a]cyclopenta[g]naphthalen-2-yl)-octanoic acid methyl ester

Conditions
ConditionsYield
at 15℃; Product distribution; Mechanism; Quantum yield; Irradiation;
trioxsalen
3902-71-4

trioxsalen

benzyl chloride
100-44-7

benzyl chloride

(Z)-3-(6-Benzyloxy-2,7-dimethyl-benzofuran-5-yl)-but-2-enoic acid
84385-07-9

(Z)-3-(6-Benzyloxy-2,7-dimethyl-benzofuran-5-yl)-but-2-enoic acid

Conditions
ConditionsYield
With potassium hydroxide 1.) DMSO, 1 h, 2.) (4,2',8-trimethylpsoralen : C6H5CH2Cl = 1:1) 12 h; Yield given. Multistep reaction;
trioxsalen
3902-71-4

trioxsalen

benzyl chloride
100-44-7

benzyl chloride

(Z)-3-(6-Benzyloxy-2,7-dimethyl-benzofuran-5-yl)-but-2-enoic acid benzyl ester
84385-08-0

(Z)-3-(6-Benzyloxy-2,7-dimethyl-benzofuran-5-yl)-but-2-enoic acid benzyl ester

Conditions
ConditionsYield
With potassium hydroxide 1.) DMSO, 1 h, 2.) (4,2',8-trimethylpsoralen : C6H5CH2Cl = 1:2) 12 h; Yield given. Multistep reaction;
trioxsalen
3902-71-4

trioxsalen

3-methoxymethyl-2,5,9-trimethyl-furo[3,2-g]chromen-7-one
62442-60-8

3-methoxymethyl-2,5,9-trimethyl-furo[3,2-g]chromen-7-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid
2: 6 h / Heating
View Scheme
trioxsalen
3902-71-4

trioxsalen

3-ethoxymethyl-2,5,9-trimethyl-furo[3,2-g]chromen-7-one

3-ethoxymethyl-2,5,9-trimethyl-furo[3,2-g]chromen-7-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid
2: 82 percent / 6 h / Heating
View Scheme
trioxsalen
3902-71-4

trioxsalen

4'-(triethylammoniomethyl)-4,5',8-trimethylpsoralen chloride

4'-(triethylammoniomethyl)-4,5',8-trimethylpsoralen chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid
2: 91 percent / 6 h / Heating
View Scheme
trioxsalen
3902-71-4

trioxsalen

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / acetic acid / 48 h / Ambient temperature
2: CHCl3 / 20 h / Heating
View Scheme
trioxsalen
3902-71-4

trioxsalen

1,6-bis-N,N'-dimethyl-N,N'-(4'-methylen-4,5',8-trimethylpsoralenyl)hexandiamine

1,6-bis-N,N'-dimethyl-N,N'-(4'-methylen-4,5',8-trimethylpsoralenyl)hexandiamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / acetic acid / 48 h / Ambient temperature
2: benzene / 216 h / Heating
View Scheme
trioxsalen
3902-71-4

trioxsalen

3,3'-bis-(4'-methylen-4,5',8-trimethylpsoralenyl)-diamino-N,N-dipropylamine

3,3'-bis-(4'-methylen-4,5',8-trimethylpsoralenyl)-diamino-N,N-dipropylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / acetic acid / 48 h / Ambient temperature
2: benzene / 216 h / Heating
View Scheme
trioxsalen
3902-71-4

trioxsalen

3,3'-bis-(4'-methylen-4,5',8-trimethylpsoralenyl)-diamino-N-methyldipropylamine

3,3'-bis-(4'-methylen-4,5',8-trimethylpsoralenyl)-diamino-N-methyldipropylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / acetic acid / 48 h / Ambient temperature
2: benzene / 216 h / Heating
View Scheme

3902-71-4Relevant articles and documents

Treatment methods for lymes disease and associated debilitating conditions

-

, (2008/06/13)

A method is provided for treating human patients who have Lymes disease by using a psoralen compound, preferably administered in a dosage of 0.3 to 0.7 mg/kg, and activating same either in vitro or in vivo using electromagnetic radiation of a prescribed activating wavelength. The activation of the psoralen compound in the presence of a blood fraction from a patient suffering from Lymes disease produces a composition which will stimulate an effective immune response to the Lymes disease on the part of the patient.

Treatment methods and vaccines for stimulating an immunological response against retroviruses

-

, (2008/06/13)

Human Immunodeficiency Virus infections, particularly AIDS, are treated by administering a psoralen compound which is subsequently activated by exposure to electromagnetic radiation (e.g. UVA light) whereby the activated psoralen compound attacks free virus and/or virus infected cells in the blood of the patient. The treated blood when presented to the patient's immune system engenders an effective immune response against the infection. The method has particular utility in the treatment of ARC patients who have depressed immune function.

Photosensitizing benzofuranacrylics

-

, (2008/06/13)

The invention relates to 5-benzofuranacrylic acid compounds, preferably loweralkyl-substituted in the benzofuran ring system, which have photosensitizing activity, especially oral and topical activity, as well as low toxicity.

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