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305-03-3

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305-03-3 Usage

General Description

"305-03-3" refers to 2-Methyl-4-isothiazolin-3-one, a chemical compound commonly used as a preservative in various personal care products, such as shampoos, lotions, and cosmetics. It is also utilized as a biocide in industrial water systems and as a preservative in paints, adhesives, and other industrial products. 305-03-3 is known for its antimicrobial properties and ability to inhibit the growth of bacteria, fungi, and other microorganisms. However, it has also been associated with certain health and environmental concerns, leading to restrictions on its use in some products in certain regions. As such, there is ongoing research and discussion regarding the safety and regulation of 2-Methyl-4-isothiazolin-3-one.

Check Digit Verification of cas no

The CAS Registry Mumber 305-03-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,0 and 5 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 305-03:
(5*3)+(4*0)+(3*5)+(2*0)+(1*3)=33
33 % 10 = 3
So 305-03-3 is a valid CAS Registry Number.
InChI:InChI=1/C15H20Cl2O2/c16-10-8-14(9-11-17)13-6-4-12(5-7-13)2-1-3-15(18)19/h4-7,14H,1-3,8-11H2,(H,18,19)

305-03-3 Well-known Company Product Price

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

  • (C2939)  Chlorambucil  >98.0%(GC)(T)

  • 305-03-3

  • 200mg

  • 625.00CNY

  • Detail
  • TCI America

  • (C2939)  Chlorambucil  >98.0%(GC)(T)

  • 305-03-3

  • 1g

  • 2,450.00CNY

  • Detail
  • Sigma-Aldrich

  • (C1100000)  Chlorambucil  European Pharmacopoeia (EP) Reference Standard

  • 305-03-3

  • C1100000

  • 1,880.19CNY

  • Detail
  • Sigma-Aldrich

  • (Y0001298)  Chlorambucil for system suitability  European Pharmacopoeia (EP) Reference Standard

  • 305-03-3

  • Y0001298

  • 1,880.19CNY

  • Detail
  • Sigma

  • (C0253)  Chlorambucil  

  • 305-03-3

  • C0253-1G

  • 792.09CNY

  • Detail
  • Sigma

  • (C0253)  Chlorambucil  

  • 305-03-3

  • C0253-10G

  • 5,470.92CNY

  • Detail

305-03-3SDS

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 chlorambucil

1.2 Other means of identification

Product number -
Other names Chlorambucil

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:305-03-3 SDS

305-03-3Synthetic route

cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

2-(4-(N,N-bis(2-chloroethyl)amino)phenyl)acetaldehyde
500590-36-3

2-(4-(N,N-bis(2-chloroethyl)amino)phenyl)acetaldehyde

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
With formic acid; triethylamine at 50 - 95℃; for 5h; Temperature;76.9%
4-(4-(bis(2-chloroethyl)amino)phenyl)-4-oxobutanoic acid

4-(4-(bis(2-chloroethyl)amino)phenyl)-4-oxobutanoic acid

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
With formic acid; 1,1,1,3',3',3'-hexafluoro-propanol; water at 80℃; for 2h; Sealed tube; chemoselective reaction;54%
methyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate
79481-83-7

methyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
With hydrogenchloride In water at 60℃; for 1h;53.1%
With hydrogenchloride 1.) 60 deg C, 30 min, 2.) reflux, 10 min; Yield given;
With hydrogenchloride Heating;
4-(4-(bis(2-chloroethyl)amino)phenyl)-N-(quinolin-8-yl)butanamide

4-(4-(bis(2-chloroethyl)amino)phenyl)-N-(quinolin-8-yl)butanamide

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
With water; sodium hydroxide In water for 12h; Reflux;41%
oxirane
75-21-8

oxirane

methyl 4-(4-aminophenyl)butanoate
20637-09-6

methyl 4-(4-aminophenyl)butanoate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
With acetic acid Erwaermen des Reaktionsprodukts mit POCl3 in Benzol und Erhitzen des erhaltenen Esters mit konz. wss. HCl;
methyl 4-(4-aminophenyl)butanoate
20637-09-6

methyl 4-(4-aminophenyl)butanoate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid
2: phosphorus oxychloride / toluene / Heating
3: hydrochloric acid / Heating
View Scheme
Multi-step reaction with 3 steps
1: AcOH / tetrahydrofuran / 48 h / 110 - 120 °C
2: POCl3 / benzene / 1 h / Heating
3: concd. HCl / 1.) 60 deg C, 30 min, 2.) reflux, 10 min
View Scheme
methyl 3-<4-phenyl>butyrate
130198-76-4

methyl 3-<4-phenyl>butyrate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphorus oxychloride / toluene / Heating
2: hydrochloric acid / Heating
View Scheme
Multi-step reaction with 2 steps
1: POCl3 / benzene / 1 h / Heating
2: concd. HCl / 1.) 60 deg C, 30 min, 2.) reflux, 10 min
View Scheme
methyl 4-(4-nitrophenyl)butanoate
20637-02-9

methyl 4-(4-nitrophenyl)butanoate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: H2 / Pd/C / ethyl acetate
2: AcOH / tetrahydrofuran / 48 h / 110 - 120 °C
3: POCl3 / benzene / 1 h / Heating
4: concd. HCl / 1.) 60 deg C, 30 min, 2.) reflux, 10 min
View Scheme
(3β)-3-hydroxyandrost-5-en-17-one 4-{4-[di(2-chloroethyl)amino]phenyl}butyrate
901771-68-4

(3β)-3-hydroxyandrost-5-en-17-one 4-{4-[di(2-chloroethyl)amino]phenyl}butyrate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
With porcine liver esterase; disodium hydrogenphosphate; sodium dihydrogenphosphate; potassium chloride; sodium chloride In ethanol; water at 37℃; for 24h; Enzymatic reaction;
(3β)-3-hydroxyandrost-5-en-17-one 4-{4-[di(2-chloroethyl)amino]-3-nitrophenyl}butyrate
1165715-35-4

(3β)-3-hydroxyandrost-5-en-17-one 4-{4-[di(2-chloroethyl)amino]-3-nitrophenyl}butyrate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
With porcine liver esterase; disodium hydrogenphosphate; sodium dihydrogenphosphate; potassium chloride; sodium chloride In ethanol; water at 37℃; for 24h; Enzymatic reaction;
(3β)-3-hydroxypregn-5-en-20-one 4-{4-[di(2-chloroethyl)amino]phenyl}butyrate
1085269-21-1

(3β)-3-hydroxypregn-5-en-20-one 4-{4-[di(2-chloroethyl)amino]phenyl}butyrate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
With porcine liver esterase; disodium hydrogenphosphate; sodium dihydrogenphosphate; potassium chloride; sodium chloride In ethanol; water at 37℃; for 24h; Enzymatic reaction;
(3β)-3-hydroxypregn-5-en-20-one 4-{4-[di(2-chloroethyl)amino]-3-nitro-phenyl}butyrate
1165715-39-8

(3β)-3-hydroxypregn-5-en-20-one 4-{4-[di(2-chloroethyl)amino]-3-nitro-phenyl}butyrate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
With porcine liver esterase; disodium hydrogenphosphate; sodium dihydrogenphosphate; potassium chloride; sodium chloride In ethanol; water at 37℃; for 24h; Enzymatic reaction;
(E)-5-(4-ethoxystyryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate
1384982-40-4

(E)-5-(4-ethoxystyryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

A

C17H15NO3

C17H15NO3

B

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
In acetonitrile Irradiation;
(E)-2-nitro-5-(4-((tetrahydro-2H-pyran-2-yl)oxy)styryl)benzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate
1384982-50-6

(E)-2-nitro-5-(4-((tetrahydro-2H-pyran-2-yl)oxy)styryl)benzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Darkness
2: Irradiation
View Scheme
Multi-step reaction with 3 steps
1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Darkness
2: triethylamine / dichloromethane / 12 h / 0 °C / Darkness
3: Irradiation
View Scheme
Multi-step reaction with 3 steps
1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Darkness
2: potassium carbonate / acetonitrile / 5 h / 55 °C / Darkness
3: Irradiation
View Scheme
Multi-step reaction with 3 steps
1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Darkness
2: potassium carbonate / acetone / 6 h / 20 °C / Darkness
3: Irradiation
View Scheme
Multi-step reaction with 4 steps
1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Darkness
2: potassium carbonate / acetonitrile / 24 h / 20 °C / Darkness
3: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Darkness
4: Irradiation
View Scheme
(E)-5-(4-(2,2-dimethoxyethoxy)styryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate
1384982-53-9

(E)-5-(4-(2,2-dimethoxyethoxy)styryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Darkness
2: Irradiation
View Scheme
(E)-5-(4-hydroxystyryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate
1384982-41-5

(E)-5-(4-hydroxystyryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

A

C15H11NO3

C15H11NO3

B

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Irradiation;
(E)-5-(4-hydroxystyryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate
1384982-41-5

(E)-5-(4-hydroxystyryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / acetonitrile / 5 h / 55 °C / Darkness
2: Irradiation
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / acetone / 6 h / 20 °C / Darkness
2: Irradiation
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 12 h / 0 °C / Darkness
2: Irradiation
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / acetonitrile / 24 h / 20 °C / Darkness
2: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Darkness
3: Irradiation
View Scheme
(E)-2-nitro-5-(4-(prop-2-yn-1-yloxy)styryl)benzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate
1384982-42-6

(E)-2-nitro-5-(4-(prop-2-yn-1-yloxy)styryl)benzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

A

C18H13NO3

C18H13NO3

B

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Irradiation;
(E)-2-(4-(3-(((4-(4-(bis(2-chloroethyl)amino)phenyl)butanoyl)oxy)methyl)-4-nitrostyryl)phenoxy)acetic acid
1384982-43-7

(E)-2-(4-(3-(((4-(4-(bis(2-chloroethyl)amino)phenyl)butanoyl)oxy)methyl)-4-nitrostyryl)phenoxy)acetic acid

A

C17H13NO5

C17H13NO5

B

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Irradiation;
C35H40Cl2N2O7

C35H40Cl2N2O7

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C / Darkness
2: Irradiation
View Scheme
(E)-5-(4-(4-bromobutoxy)styryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate
1384982-44-8

(E)-5-(4-(4-bromobutoxy)styryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

A

C19H18BrNO3

C19H18BrNO3

B

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Irradiation;
(E)-5-(4-(methacryloyloxy)styryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

(E)-5-(4-(methacryloyloxy)styryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

A

C19H15NO4

C19H15NO4

B

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Irradiation;
(E)-2-nitro-5-(4-(2-oxoethoxy)styryl)benzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate
1384982-46-0

(E)-2-nitro-5-(4-(2-oxoethoxy)styryl)benzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

A

C17H13NO4

C17H13NO4

B

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
Irradiation;
(benzo[a]acridin-12-yl)methyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate
1609956-68-4

(benzo[a]acridin-12-yl)methyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
In water; acetonitrile UV-irradiation;
C31H29Cl2NO2

C31H29Cl2NO2

A

1-pyrenemethanol
24463-15-8

1-pyrenemethanol

B

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
With water at 20℃; for 0.166667h; UV-irradiation;
C31H28Cl2N2O5S

C31H28Cl2N2O5S

A

8-benzothiazoyl-7-hydroxyl-4-(hydroxymethyl)coumarin

8-benzothiazoyl-7-hydroxyl-4-(hydroxymethyl)coumarin

B

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
In methanol; water Kinetics; Quantum yield; UV-irradiation;
(E)-2-(6-(2-((3-(3,4-dihydroxyphenyl)acryloyl)oxy)acetyl)-9-ethyl-9H-carbazol-3-yl)-2-oxoethyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

(E)-2-(6-(2-((3-(3,4-dihydroxyphenyl)acryloyl)oxy)acetyl)-9-ethyl-9H-carbazol-3-yl)-2-oxoethyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

A

caffeic acid
331-39-5

caffeic acid

B

2-(9-ethyl-9H-carbazol-3-yl)-2-oxoethyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

2-(9-ethyl-9H-carbazol-3-yl)-2-oxoethyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

C

3,6-bis(hydroxyacetyl)-9-ethyl-9H-carbazole

3,6-bis(hydroxyacetyl)-9-ethyl-9H-carbazole

D

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
In water; acetonitrile for 1h; UV-irradiation;
C37H36Cl2N4O4S

C37H36Cl2N4O4S

A

C22H17N3O3S

C22H17N3O3S

B

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
In aq. phosphate buffer; acetonitrile for 1h; Kinetics; Quantum yield; UV-irradiation;
C86H84Cl2N4O8PS2(1+)

C86H84Cl2N4O8PS2(1+)

A

C67H59N3O4P(1+)

C67H59N3O4P(1+)

B

chlorambucil
305-03-3

chlorambucil

Conditions
ConditionsYield
With GLUTATHIONE at 37℃; for 6h;
chlorambucil
305-03-3

chlorambucil

C28H36Cl4N2O3

C28H36Cl4N2O3

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 25℃; under 760.051 Torr; for 12h;100%
With dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 12h;94%
propargyl alcohol
107-19-7

propargyl alcohol

chlorambucil
305-03-3

chlorambucil

prop-2-yn-1-yl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

prop-2-yn-1-yl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h; Cooling with ice; Inert atmosphere;100%
1-O-methyl-2,3,4-tri-O-trimethylsilyl-β-D-glucopyranoside
20771-10-2

1-O-methyl-2,3,4-tri-O-trimethylsilyl-β-D-glucopyranoside

chlorambucil
305-03-3

chlorambucil

4-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-butyric acid (2R,3R,4S,5R,6R)-6-methoxy-3,4,5-tris-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl ester
187218-13-9

4-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-butyric acid (2R,3R,4S,5R,6R)-6-methoxy-3,4,5-tris-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h;99%
N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

chlorambucil
305-03-3

chlorambucil

N-methyl-N-methoxy 4-(4-(N,N-bis(2-chloroethyl)amino)phenyl) butanamide
1256381-57-3

N-methyl-N-methoxy 4-(4-(N,N-bis(2-chloroethyl)amino)phenyl) butanamide

Conditions
ConditionsYield
With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 1.08333h;97%
With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 1.08333h;97%
(3aR,4S,7S,7aS)-2-(2-hydroxyethyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3-dione
68297-52-9

(3aR,4S,7S,7aS)-2-(2-hydroxyethyl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3-dione

chlorambucil
305-03-3

chlorambucil

C25H30Cl2N2O4

C25H30Cl2N2O4

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 15h; Inert atmosphere;97%
methyl 4,6-O-benzylidene-2-deoxy-2-(3-hydroxypropylamino)-α-D-altropyranoside
231607-29-7

methyl 4,6-O-benzylidene-2-deoxy-2-(3-hydroxypropylamino)-α-D-altropyranoside

chlorambucil
305-03-3

chlorambucil

methyl 4,6-O-benzylidene-2-<3-(4-<4-phenyl>butanoyloxy)propylamino>-2-deoxy-α-D-altropyranoside
231607-31-1

methyl 4,6-O-benzylidene-2-<3-(4-<4-phenyl>butanoyloxy)propylamino>-2-deoxy-α-D-altropyranoside

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;96%
N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride
5978-22-3

N(ε)-benzoyloxycarbonyl-L-lysine tert-butyl ester hydrochloride

chlorambucil
305-03-3

chlorambucil

6-benzyloxycarbonylamino-2-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyrylamino)-hexanoic acid tert-butyl ester
616883-55-7

6-benzyloxycarbonylamino-2-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyrylamino)-hexanoic acid tert-butyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;96%
ethylene glycol
107-21-1

ethylene glycol

chlorambucil
305-03-3

chlorambucil

4-{4-[bis-(2-chloroethyl)amino]phenyl}butyric acid 2-hydroxyethyl ester

4-{4-[bis-(2-chloroethyl)amino]phenyl}butyric acid 2-hydroxyethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 16h;96%
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 48h;70%
3-(bromomethyl)perylene
1160604-36-3

3-(bromomethyl)perylene

chlorambucil
305-03-3

chlorambucil

(perylen-3-yl)methyl 4-(4-(1,5-dichloropentan-3-yl)phenyl)butanoate
1374018-55-9

(perylen-3-yl)methyl 4-(4-(1,5-dichloropentan-3-yl)phenyl)butanoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;96%
5-(2-bromoacetyl)-2-hydroxybenzaldehyde
115787-50-3

5-(2-bromoacetyl)-2-hydroxybenzaldehyde

chlorambucil
305-03-3

chlorambucil

C23H25Cl2NO5

C23H25Cl2NO5

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;96%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 6h;
3,6,9,12-tetraoxapentadec-14-yn-1-ol
87450-10-0

3,6,9,12-tetraoxapentadec-14-yn-1-ol

chlorambucil
305-03-3

chlorambucil

C25H37Cl2NO6

C25H37Cl2NO6

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;96%
octanol
111-87-5

octanol

chlorambucil
305-03-3

chlorambucil

CLB-CH2CH2(CH2)5CH3

CLB-CH2CH2(CH2)5CH3

Conditions
ConditionsYield
With toluene-4-sulfonic acid Heating;95.3%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;90%
methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-altropyranoside
115400-41-4

methyl 4,6-O-benzylidene-2-deoxy-2-(2-hydroxyethylamino)-α-D-altropyranoside

chlorambucil
305-03-3

chlorambucil

methyl 4,6-O-benzylidene-2-<2-(4-<4-phenyl>butanoyloxy)ethylamino>-2-deoxy-α-D-altropyranoside
231607-30-0

methyl 4,6-O-benzylidene-2-<2-(4-<4-phenyl>butanoyloxy)ethylamino>-2-deoxy-α-D-altropyranoside

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;95%
(4'-(2-(2-methoxyethoxy)ethoxy)-4-nitro-[1,1'-biphenyl]-3-yl)methanol

(4'-(2-(2-methoxyethoxy)ethoxy)-4-nitro-[1,1'-biphenyl]-3-yl)methanol

chlorambucil
305-03-3

chlorambucil

(4'-(2-(2-methoxyethoxy)ethoxy)-4-nitro-[1,1'-biphenyl]-3-yl)methyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

(4'-(2-(2-methoxyethoxy)ethoxy)-4-nitro-[1,1'-biphenyl]-3-yl)methyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;95%
Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 13h; Inert atmosphere;95%

305-03-3Relevant articles and documents

A two-photon responsive naphthyl tagged: P -hydroxyphenacyl based drug delivery system: Uncaging of anti-cancer drug in the phototherapeutic window with real-time monitoring

Kundu, Moumita,Mondal, Mahitosh,Nair, Asha V,Pal, Bipul,Roy, Biswajit,Roy, Samrat,Shah, Sk. Sheriff,Singh, Amit Kumar,Singh, N. D. Pradeep

, p. 9986 - 9989 (2020)

We report a two-photon responsive drug delivery system (DDS), namely, p-hydroxyphenacyl-naphthalene-chlorambucil (pHP-Naph-Cbl), having a two-photon absorption (TPA) cross-section of ≥20 GM in the phototherapeutic window (700 nm). Our DDS exhibited both AIE and ESIPT phenomena, which were utilized for the real-time monitoring of anti-cancer drug release.

Single component photoresponsive fluorescent organic nanoparticles: a smart platform for improved biomedical and agrochemical applications

Chaudhuri, Amrita,Paul, Amrita,Sikder, Antara,Pradeep Singh

, p. 1715 - 1733 (2021)

In the last two decades, light responsive nano drug delivery systems (DDSs) have gained considerable importance, particularly in the area of biology and medicine. In general, light responsive nano DDSs are bicomponent and constructed using two ingredients, namely a nanocarrier and a phototrigger. The synthesis of these bicomponent nano DDSs requires multiple steps, which limits their applications. Hence, we have reported single component light responsive nano DDSs using fluorescent organic nanoparticles (FONPs) which acted both as a nanocarrier and a phototrigger. This feature article provides an overview of recently developed light responsive single component FONPs and their applications in the regulated release of anticancer drugs, gasotransmitters, antibacterial agents, and pesticides, and also as efficient PDT agents. We have summarised the synthesis, characterisation, and photophysical, photochemical, andin vitrobehaviours of these light responsive FONPs. In addition, we also discussed the advantages of using FONPs as a nano DDS for cellular studies like: excellent biocompatibility, efficient cellular internalisation, real time monitoring of the drug release ability inside the cells, and enhanced cytotoxicity due to regulated release of bioactive molecules inside the cells.

Targeted photoresponsive carbazole–coumarin and drug conjugates for efficient combination therapy in leukemia cancer cells

Chang, Wen-Wei,Chu, Chih-Chien,Lai, Yi-Ting,Lin, Yen-Cheng,Ou, Jia-Yu,Wang, Bing-Yen

, (2020)

Phototriggered drug delivery systems (PTDDSs) facilitate controlled delivery of drugs loaded on photoactive platform to the target region under light stimulation. The present study investigated the synthesis and efficacy of carbazole–coumarin (CC)-fused heterocycles as a PTDDS platform for the photocontrolled release of a chemotherapeutic agent, chlorambucil, in an in vitro model of human breast and leukemia cancer cells. CC-fused heterocycles were constructed using 4-hydroxycarbazole as the starting material, and further modification of these heterocycles yielded two CC derivatives. CC-7 with an additional ? COOH group and CC-8 with the triphenylphosphonium (TPP) group, a mitochondria-targeting ligand introduced in the carbazole ring, dissolved in polar solvents and exhibited emission bands at 360 and 450 nm, respectively. The results indicate that visible light of 405 nm triggers the photolysis of the CC–drug conjugate and efficiently delivers the drug in both in vitro cancer cell models. Cytotoxicity evaluation indicates the suppression of proliferation of both types of cells treated with CC-8 under synergy effect combining drug potency and photosensitization. Further, the lower IC50 of CC-8 toward leukemia cells suggests the efficacy of the TPP ligand in increasing the bioavailability of CC–drug conjugates in leukemia treatment. Studies on mitochondria-targeting drug delivery systems are required for improving the performance of anticancer drugs.

Cys fluorescent molecular probe for detecting DNA targeting under reduction stress as well as preparation method and application of Cys fluorescent molecular probe

-

Paragraph 0067-0068, (2021/06/26)

The invention relates to a Cys fluorescent molecular probe for detecting DNA targeting under reduction stress as well as a preparation method and application of the Cys fluorescent molecular probe. The structural formula of the fluorescent molecular probe is as shown in the formula (1). The prominent light control characteristic of the fluorescent molecular probe is beneficial to real-time monitoring of diseases caused by errors in the DNA replication process due to abnormal expression of Cys under DNA peripheral reduction stress, and the fluorescent molecular probe is expected to be applied to prevention, treatment and the like of gene diseases caused by abnormal expression of Cys.

PHOTOLYTIC COMPOUNDS AND TRIPLET-TRIPLET ANNIHILATION MEDIATED PHOTOLYSIS

-

Paragraph 0026; 00254, (2021/04/17)

The invention provides novel photolytic compounds and prodrugs, nanoparticles and compositions thereof, and methods of conducting photolysis mediated by triplet-triplet annihilation.

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