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3-(3-Hydroxy-propylamino)-propan-1-ol, also known as N-[3-Hydroxy-2-hydroxymethyl-3-(hydroxymethyl)propyl]propane-1-amine, is a versatile chemical compound derived from propane-1,3-diol. It features both hydroxy and amino groups, which make it a valuable building block in the synthesis of pharmaceuticals and other organic compounds. Its unique structure allows for a wide range of applications across various industries.

14002-33-6

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14002-33-6 Usage

Uses

Used in Pharmaceutical Industry:
3-(3-Hydroxy-propylamino)-propan-1-ol is used as a key intermediate in the synthesis of various drugs and pharmaceuticals. Its presence of hydroxy and amino groups facilitates chemical transformations and the formation of new compounds with potential therapeutic properties.
Used in Cosmetic Industry:
In the cosmetic industry, 3-(3-Hydroxy-propylamino)-propan-1-ol is used as a precursor for the production of skincare and haircare products. Its ability to form stable compounds with other ingredients makes it suitable for creating effective formulations that can improve skin and hair health.
Used in Chemical Industry:
3-(3-Hydroxy-propylamino)-propan-1-ol is utilized as a versatile building block in the chemical industry for the synthesis of various organic compounds. Its hydroxy and amino groups enable it to participate in a range of chemical reactions, leading to the creation of new substances with diverse applications.
Overall, 3-(3-Hydroxy-propylamino)-propan-1-ol is a multifunctional compound with significant potential in various industries, particularly in the development and production of pharmaceuticals, cosmetics, and other organic compounds. Its unique structure and properties make it an essential component in numerous synthesis processes and applications.

Check Digit Verification of cas no

The CAS Registry Mumber 14002-33-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,0,0 and 2 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 14002-33:
(7*1)+(6*4)+(5*0)+(4*0)+(3*2)+(2*3)+(1*3)=46
46 % 10 = 6
So 14002-33-6 is a valid CAS Registry Number.

14002-33-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(3-Hydroxypropylamino)propan-1-ol

1.2 Other means of identification

Product number -
Other names bis-(3-hydroxypropyl)amine

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:14002-33-6 SDS

14002-33-6Synthetic route

3,3‘-(benzylazanediyl)bis(propan-1-ol)
5279-23-2

3,3‘-(benzylazanediyl)bis(propan-1-ol)

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol under 2280 Torr; for 2h;92%
With hydrogen; palladium dihydroxide
With palladium on activated charcoal; hydrogen In methanol at 20℃; under 775.743 Torr; for 6h;
methyl 2-(3-hydroxypropylcarbamoyl)ethanoate

methyl 2-(3-hydroxypropylcarbamoyl)ethanoate

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In 1,4-dioxane for 24h; Heating;88%
propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

1-chloro-3-hydroxypropane
627-30-5

1-chloro-3-hydroxypropane

A

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

B

tripropanolamine
14002-34-7

tripropanolamine

Conditions
ConditionsYield
With sodium carbonate In ethanol for 24h; Heating;A 8.23 g
B 85%
propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

1-chloro-3-hydroxypropane
627-30-5

1-chloro-3-hydroxypropane

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

Conditions
ConditionsYield
Stage #1: propan-1-ol-3-amine; 1-chloro-3-hydroxypropane With water for 24h; Heating / reflux;
Stage #2: With potassium hydroxide In water
80%
In water for 24h; Heating;64%
In water for 24h; Reflux;53%
Stage #1: propan-1-ol-3-amine; 1-chloro-3-hydroxypropane In water for 24h; Reflux;
Stage #2: With potassium hydroxide In water
In water for 24h; Reflux;12.5 g
3,3'-imino-di-propionic acid diethyl ester
3518-88-5

3,3'-imino-di-propionic acid diethyl ester

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 25℃; for 5h;60%
methylimine-N,N-dipropionate methyl ester
3518-85-2

methylimine-N,N-dipropionate methyl ester

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether 1.) room temperature, 1 h, 2.) reflux, 24 h;37%
toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

Conditions
ConditionsYield
With alkali Kochen des Reaktionsprodukts mit Natrium und Isoamylalkohol;
methyl N-(3-hydroxypropyl)-β-alaninate
10494-79-8

methyl N-(3-hydroxypropyl)-β-alaninate

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran rt 30 min, reflux 2 h; Yield given;
toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

alkali

alkali

A

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

B

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

Conditions
ConditionsYield
und Kochen der nicht naeher beschriebene p-Toluolsulfonylderivate mit Natrium und Isoamylalkohol; Produkt 5: 3-Hydroxy-propylamin;
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

nickel kieselguhr

nickel kieselguhr

A

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

B

tripropanolamine
14002-34-7

tripropanolamine

C

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

Conditions
ConditionsYield
at 60 - 70℃; under 36775.4 Torr; Hydrogenation;
3-Hydroxypropionitrile
109-78-4

3-Hydroxypropionitrile

A

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

B

3-hydroxy-propylamine and tris-<3-hydroxy-propyl>-amine

3-hydroxy-propylamine and tris-<3-hydroxy-propyl>-amine

Conditions
ConditionsYield
With nickel kieselguhr at 60 - 70℃; Hydrogenation.unter Druck;
bis(2-methoxycarbonylethyl)benzylamine
793-19-1

bis(2-methoxycarbonylethyl)benzylamine

bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LAH
2: H2 / Pd(OH)2
View Scheme
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

1-bromomethyl-4-nitro-benzene
100-11-8

1-bromomethyl-4-nitro-benzene

N-(p-nitrobenzyl)-dipropropanolamine
881169-78-4

N-(p-nitrobenzyl)-dipropropanolamine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 55 - 60℃; for 2h;100%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

bis(3-chloropropyl)amine
102073-95-0

bis(3-chloropropyl)amine

Conditions
ConditionsYield
With thionyl chloride In benzene 5 deg C then 4 h reflux;97%
With thionyl chloride In chloroform at 0 - 20℃; for 24h;92%
With thionyl chloride In dichloromethane 1.) room temp., overnight, 2.) reflux, 2 h;80%
With sulfuryl dichloride In chloroform for 3h; Heating;60%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

10-(4-methoxyphenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(4-methoxyphenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;97%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

4-pyridylboronic acid
1692-15-5

4-pyridylboronic acid

10-(4-pyridyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(4-pyridyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;97%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

5-(dimethylamino)naphth-1-ylsulfonyl chloride
605-65-2

5-(dimethylamino)naphth-1-ylsulfonyl chloride

N,N-Bis(3-hydropropyl)dansylamide

N,N-Bis(3-hydropropyl)dansylamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;96%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

p-ethoxycarbonylphenylboronic acid
4334-88-7

p-ethoxycarbonylphenylboronic acid

C15H22BNO4

C15H22BNO4

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;96%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

4-acetylphenylboronic acid
149104-90-5

4-acetylphenylboronic acid

10-(4-ethane-1-onephenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(4-ethane-1-onephenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;92%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

4-cyanophenylboronic acid
126747-14-6

4-cyanophenylboronic acid

10-(4-cyanophenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(4-cyanophenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;92%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

dimethylsulfide borane complex
13292-87-0

dimethylsulfide borane complex

hexahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinine

hexahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinine

Conditions
ConditionsYield
In toluene at 20℃; for 3h; Inert atmosphere; Schlenk technique;92%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

(4-acetylaminophenyl)boronic acid
101251-09-6

(4-acetylaminophenyl)boronic acid

C14H21BN2O3

C14H21BN2O3

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;90%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

phenylboronic acid
98-80-6

phenylboronic acid

10-phenyloctahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-phenyloctahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;89%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

10-(o-tolyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(o-tolyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;89%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-tosyl-bis(3-hydroxypropyl)amine
56187-12-3

N-tosyl-bis(3-hydroxypropyl)amine

Conditions
ConditionsYield
With sodium carbonate In water 1.) 95 deg C, 1 h; 2.) 25 deg C, 2 h;85%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

10-(p-tolyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(p-tolyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;84%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

1-Naphthylboronic acid
13922-41-3

1-Naphthylboronic acid

10-(1-naphthyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(1-naphthyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;84%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

4-Vinylphenylboronic acid
2156-04-9

4-Vinylphenylboronic acid

10-(4-vinylphenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(4-vinylphenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;84%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

3-propyl tosylate
75321-10-7

3-propyl tosylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 3h;83%
With triethylamine In dichloromethane at 20℃;80%
In dichloromethane50%
In dichloromethane45%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

3,5-bis-trifluromethylphenylboronic acid
73852-19-4

3,5-bis-trifluromethylphenylboronic acid

10-(3,5-bis(trifluoromethyl)phenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(3,5-bis(trifluoromethyl)phenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;83%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

4-nitrophenylboronic acid
24067-17-2

4-nitrophenylboronic acid

10-(4-nitrophenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(4-nitrophenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;83%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-(p-toluenesulfonyl)-4-azaheptane-1,7-di-p-toluenesulfonate

4-(p-toluenesulfonyl)-4-azaheptane-1,7-di-p-toluenesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane82%
With triethylamine In dichloromethane82%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

(2-bromophenyl)boronic acid
244205-40-1

(2-bromophenyl)boronic acid

10-(2-bromophenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(2-bromophenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;82%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

3,3'-iminobis-1-propanol dinitrate nitrate
907625-54-1

3,3'-iminobis-1-propanol dinitrate nitrate

Conditions
ConditionsYield
With nitric acid; acetic anhydride In tetrahydrofuran; ethyl acetate at 0 - 20℃; for 1h;78%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

phenyl(oxo)borane
1000290-09-4

phenyl(oxo)borane

Perhydro-2-phenyl-1,3,7,2-dioxazaborecin

Perhydro-2-phenyl-1,3,7,2-dioxazaborecin

Conditions
ConditionsYield
76%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

[4-(tert-butoxycarbonylamino)phenyl]boronic acid
380430-49-9

[4-(tert-butoxycarbonylamino)phenyl]boronic acid

C17H27BN2O4

C17H27BN2O4

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;76%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

m-tolylboronic acid
17933-03-8

m-tolylboronic acid

10-(m-tolyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(m-tolyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;74%
bis-(3-hydroxypropyl)amine
14002-33-6

bis-(3-hydroxypropyl)amine

3,4-dimethyl phenylboronic acid
55499-43-9

3,4-dimethyl phenylboronic acid

10-(3,4-dimethylphenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

10-(3,4-dimethylphenyl)octahydro-[1,3,2]oxazaborinino[2,3-b][1,3,2]oxazaborinin-5-ium-10-uide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;72%

14002-33-6Relevant academic research and scientific papers

Electrochemical CO2 Reduction-The Effect of Chalcogenide Exchange in Ni-Isocyclam Complexes

Apfel, Ulf-Peter,Battistella, Beatrice,Gerschel, Philipp,Ray, Kallol,Siegmund, Daniel

, p. 1497 - 1510 (2020/04/30)

Among the numerous homogeneous electrochemical CO2 reduction catalysts, [Ni(cyclam)]2+ is known as one of the most potent catalysts. Likewise, [Ni(isocyclam)]2+ was reported to enable electrochemical CO2 conversion but has received significantly less attention. However, for both catalysts, a purposeful substitution of a single nitrogen donor group by chalcogen atoms was never reported. In this work, we report a series of isocyclam-based Ni complexes with {ON3}, {SN3}, {SeN3}, and {N4} moieties and investigated the influence of nitrogen/chalcogen substitution on electrochemical CO2 reduction. While [Ni(isocyclam)]2+ showed the highest selectivity toward CO2 reduction within this series with a Faradaic efficiency of 86% for the generation of CO at an overpotential of-1.20 V and acts as a homogeneous catalyst, the O-and S-containing Ni complexes revealed comparable catalytic activities at ca. 0.3 V milder overpotential but tend to form deposits on the electrode, acting as precursors for a heterogeneous catalysis. Moreover, the heterogeneous species generated from the O-and S-containing complexes enable a catalytic hydride transfer to acetonitrile, resulting in the generation of acetaldehyde. The incorporation of selenium, however, resulted in loss of CO2 reduction activity, mainly leading to hydrogen generation that is also catalyzed by a heterogeneous electrodeposit.

TRIAZACYCLODODECANSULFONAMIDE ("TCD")-BASED PROTEIN SECRETION INHIBITORS

-

Paragraph 00190, (2019/10/04)

Provided herein are triazacyclododecansulfonamide ("TCD")-based protein secretion inhibitors, such as inhibitors of Sec61, methods for their preparation, related pharmaceutical compositions, and methods for using the same. For example, provided herein are compounds of Formula (I) and pharmaceutically acceptable salts and compositions including the same. The compounds disclosed herein may be used, for example, in the treatment of diseases including inflammation and/or cancer.

LIPIDS FOR THERAPEUTIC AGENT DELIVERY FORMULATIONS

-

Paragraph 0098; 0099, (2014/01/08)

The description is directed to ionizable lipids useful for enhancing the delivery of therapeutic agents in liposomes.

COMPOUNDS FOR TARGETING DRUG DELIVERY AND ENHANCING SIRNA ACTIVITY

-

Page/Page column 47, (2013/02/27)

Here described are compounds of formula I: wherein R1 and R2 is independently selected from a group consisting of C10 to C18 alkyl, C12 to C18 alkenyl, and oleyl group; wherein R3 and R4 are independently selected from a group consisting of C1 to C6 alkyl, and C2 to C6 alkanol; wherein X is selected from a group consisting of -CH2-, -S-, and -O- or absent; wherein Y is selected from -(CH2)n, -S(CH2)n, -O(CH2)n-, thiophene, -SO2(CH2)n-, and ester, wherein n = 1 -4; wherein a = 1 -4; wherein b=l -4; wherein c=l-4; and wherein Z is a counterion; and compounds consisting of the structure (targeting molecule)m-linker-(targeting molecule)n, wherein the targeting molecule is a retinoid or a fat soluble vitamin having a specific receptor on the target cell; wherein m and n are independently 0, 1, 2 or 3; and wherein the linker comprises a polyethylene glycol (PEG) or PEG-like molecule, as well as compositions and pharmaceutical formulations including one or both of these compounds which are useful for the delivery of therapeutic agents; and methods of using these compositions and pharmaceutical formulations.

16-Member ring metal chelate

-

Page/Page column 3, (2008/06/13)

Metal chelates are useful for improving the contrast of X-ray, ultrasound, radionuclide and magnetic resonance (MR) images. However, the metal complexes must be stable and inert so that toxicity resulting from dissociation in the body can be minimized. This invention provides 16-member ring metal chelates that can provide a charge balanced metal complex having improved stability, especially for gadolinium(III) and samarium (III).

Flexible covalent tripods in nonadentate podands: Synthesis of tris[3-(6-diethylcarbamoylpyridine-2-carboxamido)propyl]amine and its complexing properties with trivalent lanthanides

Renaud,Decurnex,Piguet,Hopfgartner

, p. 1863 - 1871 (2007/10/03)

The nonadentate podand tris[3-(6-diethylcarbamoylpyridine-2-carboxamido)propyl]amine (L14) is prepared according to a multistep strategy using the flexible tris(3-(N-methylamino)propyl)amine (Me-TRPN) covalent tripod. L14 exists as a statistical mixture of four conformers in solution whose distribution is slightly affected by protonation of the apical nitrogen atom in [L14 + H]+. The pKa value depends on the length of the spacer separating the apical nitrogen and the appended electron-withdrawing tertiary amide groups, and increases by three orders of magnitude when going from the Me-TREN tripod in [L13 + H]+ (ethylene spacer) to Me-TRPN in [L14 + H]+ (trimethylene spacer). Reactions of L14 and [L14 + H]+ with Ln(ClO4)3 (Ln = La-Lu) produce flexible and poorly stable 1:1 podates [Ln(L14)]3+ and [Ln(L14 + H)]4+ in which the terdentate chelating binding units exhibit partial dynamic on-off complexation equilibria. Comparisons of structural and thermodynamic data for [Ln(Ln)]3+ (n = 13 or 14) in solution point to a drastic decrease of the molecular organisation of the podand when the constrained Me-TREN tripod is replaced by the elongated Me-TRPN tripod in nine-co-ordinate lanthanide podates, a crucial limiting factor for the design of supramolecular lanthanide complexes with predetermined properties.

Manganese complexes of nitrogen-containing macrocyclic ligands effective as catalysts for dismutating superoxide

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, (2008/06/13)

The present invention is directed to low molecular weight mimics of superoxide dismutase (SOD) represented by the formula: STR1 wherein R, R', R1, R'1, R2, R'2, R3, R'3, R4, R'4, R5, R'5, R6, R'6, R7, R'7, R8, R'8, R9, and R'9 and X, Y, Z and n are as defined herein, useful as therapeutic agents for inflammatory disease states and disorders, ischemic/reperfusion injury, stroke, atherosclerosis, hypertension and all other conditions of oxidant-induced tissue damage or injury.

Methods of preparing manganese complexes of nitrogen-containing macrocyclic ligands

-

, (2008/06/13)

The present invention is directed to low molecular weight mimics of superoxide dismutase (SOD) represented by the formula: STR1 wherein R, R', R1, R'1, R2, R'2, R3, R'3, R4, R'4, R5, R'5, R6, R'6, R7, R'7, R8, R'8, R9, and R'9 and X, Y, Z and n are as defined herein, useful as therapeutic agents for inflammatory disease states and disorders, ischemic/reperfusion injury, stroke, atherosclerosis, hypertension and all other conditions of oxidant-induced tissue damage or injury.

New linked macrocyclic systems derived from selectively protected S2N2 macrocycles

Groth, Andrew M.,Lindoy, Leonard F.,Meehan, George V.

, p. 1553 - 1558 (2007/10/03)

Novel application of a protecting group strategy has enabled a simple and efficient synthesis of the new tri-linked S2N2 macrocycles 12, 15, 17 and 20. This strategy involves the introduction of complementary protecting groups (R1 and R2) into the precursor macrocycle 4, which can then be manipulated to provide a synthetically versatile set of mono-N-protected S2N2 macrocyclic building blocks 5, 7 and 8.

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