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122946-43-4

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122946-43-4 Usage

Description

Telmesteine is a new mucolytic agent possessing expectorant and secretolytic activity introduced for the treatment of acute and chronic bronchitis. It is reported to have anti-elastase activity and to show effectiveness in pulmonary emphysema.

Originator

Yason (Medea) (Italy)

Uses

Telmesteine is a useful agent for respiratory tract disorders; also it has been reported to be a critical active ingredient in topical compositions for dermatitis.

Brand name

Reolase; Muconorm

Check Digit Verification of cas no

The CAS Registry Mumber 122946-43-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,2,9,4 and 6 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 122946-43:
(8*1)+(7*2)+(6*2)+(5*9)+(4*4)+(3*6)+(2*4)+(1*3)=124
124 % 10 = 4
So 122946-43-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H11NO4S/c1-2-12-7(11)8-4-13-3-5(8)6(9)10/h5H,2-4H2,1H3,(H,9,10)

122946-43-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (4R)-3-ethoxycarbonyl-1,3-thiazolidine-4-carboxylic acid

1.2 Other means of identification

Product number -
Other names (R)-3-(Ethoxycarbonyl)thiazolidine-4-carboxylic acid

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:122946-43-4 SDS

122946-43-4Synthetic route

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

L-thioproline
34592-47-7

L-thioproline

telmesteine
122946-43-4

telmesteine

Conditions
ConditionsYield
With TEA; water In acetone at 0℃; for 0.75h;
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

calcium salt of/the/ (R)-thiazolidine-4-carboxylic acid

calcium salt of/the/ (R)-thiazolidine-4-carboxylic acid

telmesteine
122946-43-4

telmesteine

Conditions
ConditionsYield
With water
telmesteine
122946-43-4

telmesteine

C9H11NO4

C9H11NO4

C16H20N2O7S

C16H20N2O7S

Conditions
ConditionsYield
With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In tetrahydrofuran at 20℃; for 2h;20%
telmesteine
122946-43-4

telmesteine

(R)-4-Azidocarbonyl-thiazolidine-3-carboxylic acid ethyl ester
1026526-61-3

(R)-4-Azidocarbonyl-thiazolidine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With sodium azide In water; acetone at 0℃; for 5h;
telmesteine
122946-43-4

telmesteine

(R)-4-Carbamoyl-thiazolidine-3-carboxylic acid ethyl ester

(R)-4-Carbamoyl-thiazolidine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaN3 / acetone; H2O / 5 h / 0 °C
2: benzene / 5 h / Heating
View Scheme
telmesteine
122946-43-4

telmesteine

Ethyl 4-<(tert-Butoxycarbonyl)amino>-1,3-thiazolidine-3-carboxylate

Ethyl 4-<(tert-Butoxycarbonyl)amino>-1,3-thiazolidine-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NaN3 / acetone; H2O / 5 h / 0 °C
2: benzene / 5 h / Heating
3: 40 h / Heating
View Scheme
telmesteine
122946-43-4

telmesteine

N-<(1R)-1-Phenylethyl>-N'-<(4S)-3-(ethoxycarbonyl)-4-thiazolidinyl>urea

N-<(1R)-1-Phenylethyl>-N'-<(4S)-3-(ethoxycarbonyl)-4-thiazolidinyl>urea

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaN3 / acetone; H2O / 5 h / 0 °C
2: benzene / 5 h / Heating
View Scheme
telmesteine
122946-43-4

telmesteine

N,N'-Di<(4S)-3-(ethoxycarbonyl)-4-thiazolidinyl>urea

N,N'-Di<(4S)-3-(ethoxycarbonyl)-4-thiazolidinyl>urea

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaN3 / acetone; H2O / 5 h / 0 °C
2: H2O / benzene / 20 h / Heating
View Scheme
telmesteine
122946-43-4

telmesteine

C17H15Cl3N2O3
219497-48-0

C17H15Cl3N2O3

C24H24Cl3N3O6S

C24H24Cl3N3O6S

Conditions
ConditionsYield
Stage #1: telmesteine With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In DMF (N,N-dimethyl-formamide); dichloromethane at 0 - 5℃; for 0.166667h;
Stage #2: C17H15Cl3N2O3 With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide); dichloromethane at 0 - 20℃; for 1.5h;

122946-43-4Downstream Products

122946-43-4Relevant articles and documents

The use of Curtius rearrangement in the synthesis of 4- aminothiazolidines

Braibante, Mara E.F.,Braibante, Hugo S.,Costenaro, Edson R.

, p. 943 - 946 (2007/10/03)

The amine group of the L-cysteine was protected as (4R)-1,3- thiazolidines-4-carboxylic acids 2a-b and was used for the synthesis of functionalized 1,3-diamines by the way of Curtius reaction. An optimization of this methodology was made using the acylation in situ of the amine group of the thiazolidines and the activation of the carboxylic acid, after Curtius rearrangement yielded the ureas 7a,b and 8a and amine derivatives 6a,b. The Curtius reaction occurred without racemization, preserving the chemical and pharmacological importance of these products.

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