Product Name

  • Name

    Telatinib

  • EINECS
  • CAS No. 332012-40-5
  • Article Data4
  • CAS DataBase
  • Density 1.418 g/cm3
  • Solubility
  • Melting Point
  • Formula C20H16ClN5O3
  • Boiling Point 713.595 °C at 760 mmHg
  • Molecular Weight 409.832
  • Flash Point 385.368 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 332012-40-5 (Telatinib)
  • Hazard Symbols
  • Synonyms Bay57-9352;Telatinib [INN];4-[[4-(4-Chloroanilino)furo[2,3-d]pyridazin-7-yl]oxymethyl]-N-methylpyridine-2-carboxamide;BAY-579352;2-Pyridinecarboxamide,4-[[[4-[(4-chlorophenyl)amino]furo[2,3-d]pyridazin-7-yl]oxy]methyl]-N-methyl-;UNII-18P7197Q7J;
  • PSA 102.17000
  • LogP 4.41730

Synthetic route

4-(hydroxymethyl)-N-methylpyridine-2-carboxamide
332013-43-1

4-(hydroxymethyl)-N-methylpyridine-2-carboxamide

4-chloroanilino-7-chlorofuro[2,3-d]pyridazine
332013-40-8

4-chloroanilino-7-chlorofuro[2,3-d]pyridazine

Telatinib
332012-40-5

Telatinib

Conditions
ConditionsYield
With potassium hydroxide; 18-crown-6 ether In toluene at 83 - 87℃; Product distribution / selectivity;46%
With potassium hydroxide; 18-crown-6 ether In toluene at 20 - 85℃;46%
4-(hydroxymethyl)-N-methylpyridine-2-carboxamide
332013-43-1

4-(hydroxymethyl)-N-methylpyridine-2-carboxamide

4-chloro-7-[N-(4-chlorophenyl)amino]-[2,3-d]furopyridazine
332013-41-9

4-chloro-7-[N-(4-chlorophenyl)amino]-[2,3-d]furopyridazine

Telatinib
332012-40-5

Telatinib

Conditions
ConditionsYield
With potassium hydroxide; 18-crown-6 ether In toluene at 20 - 87℃; Product distribution / selectivity;46%
Stage #1: 4-(hydroxymethyl)-N-methylpyridine-2-carboxamide; 4-chloro-7-[N-(4-chlorophenyl)amino]-[2,3-d]furopyridazine; 18-crown-6 ether In toluene at 20℃; for 0.166667h;
Stage #2: With potassium hydroxide In toluene at 80℃; for 24h; Product distribution / selectivity;
4-chloroanilino-7-chlorofuro[2,3-d]pyridazine
332013-40-8

4-chloroanilino-7-chlorofuro[2,3-d]pyridazine

2-methylaminocarbonyl-4-pyridylcarbinol hydrochloride
1182334-19-5

2-methylaminocarbonyl-4-pyridylcarbinol hydrochloride

Telatinib
332012-40-5

Telatinib

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran; toluene at 95℃; for 24h; Temperature; Time; Autoclave;37.7%
N-Methylformamide
123-39-7

N-Methylformamide

N-(4-chlorophenyl)-7-(4-pyridinylmethoxy)-furo[2,3-d]pyridazin-4-amine

N-(4-chlorophenyl)-7-(4-pyridinylmethoxy)-furo[2,3-d]pyridazin-4-amine

A

Telatinib
332012-40-5

Telatinib

B

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
332012-41-6

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine

Conditions
ConditionsYield
With sulfuric acid; hydroxylamine-O-sulfonic acid; iron(II) sulfate In water at 20℃; for 1.83333h; Product distribution / selectivity;A 15.2%
B n/a
Stage #1: N-Methylformamide; N-(4-chlorophenyl)-7-(4-pyridinylmethoxy)-furo[2,3-d]pyridazin-4-amine With sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid In water at 20℃; for 1.83333h;
Stage #2: With sodium citrate In water at 0℃; for 0.166667h; Product distribution / selectivity;		A 15.2%
B n/a
With sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid In water at 20℃; for 1.66667h;A 15.2%
B n/a
...Expand
ethyl 2-methylaminocarbonyl-4-picolinate
332013-42-0

ethyl 2-methylaminocarbonyl-4-picolinate

Telatinib
332012-40-5

Telatinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium tetrahydroborate / isopropyl alcohol; methanol / 8 h / 25 °C / Large scale
1.2: 1 h / 0 °C / Large scale
2.1: potassium tert-butylate / toluene; tetrahydrofuran / 24 h / 95 °C / Autoclave
View Scheme
Multi-step reaction with 2 steps
1.1: sodium tetrahydroborate / ethanol / 18 h / 20 °C
1.3: pH 9
2.1: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / ethanol / 18 h / 20 °C
2: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C
View Scheme
4,7-dichlorofuro[2,3-d]pyridazine
13177-70-3

4,7-dichlorofuro[2,3-d]pyridazine

Telatinib
332012-40-5

Telatinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol / 4 h / Heating / reflux
2: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C
View Scheme
Multi-step reaction with 2 steps
1: ethanol / 4 h / Heating / reflux
2: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C
View Scheme
4,7-dichlorofuro[2,3-d]pyridazine
13177-70-3

4,7-dichlorofuro[2,3-d]pyridazine

A

Telatinib
332012-40-5

Telatinib

B

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
332012-41-6

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: ethanol / 4 h / Heating / reflux
2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C
3.1: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.83 h / 20 °C
3.2: 0.17 h / 0 °C
View Scheme
Multi-step reaction with 3 steps
1: ethanol / 4 h / Heating / reflux
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C
3: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C
View Scheme
isonicotinic acid ethylester
1570-45-2

isonicotinic acid ethylester

Telatinib
332012-40-5

Telatinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sulfuric acid; dihydrogen peroxide; iron(II) sulfate / water / 0.5 h / 6 - 22 °C
1.2: pH ~ 5
2.1: sodium tetrahydroborate / ethanol / 18 h / 20 °C
2.3: pH 9
3.1: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid; dihydrogen peroxide; iron(II) sulfate / water / 0.5 h / 6 - 22 °C
2: sodium tetrahydroborate / ethanol / 18 h / 20 °C
3: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C
View Scheme
furan-2,3-dicarboxylic acid
4282-24-0

furan-2,3-dicarboxylic acid

Telatinib
332012-40-5

Telatinib

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: chloro-trimethyl-silane / 15.5 h / 20 °C
2.1: ethanol; water; hydrazine / 5.5 h / Heating / reflux
2.2: 4 h / Heating / reflux
3.1: pyridine; trichlorophosphate / 4 h / Heating / reflux
4.1: ethanol / 4 h / Heating / reflux
5.1: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C
View Scheme
Multi-step reaction with 5 steps
1: chloro-trimethyl-silane / 15.5 h / 20 °C
2: hydrazine / ethanol / 5.5 h / Heating / reflux
3: pyridine; trichlorophosphate / 4 h / Heating / reflux
4: ethanol / 4 h / Heating / reflux
5: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C
View Scheme
furan-2,3-dicarboxylic acid
4282-24-0

furan-2,3-dicarboxylic acid

A

Telatinib
332012-40-5

Telatinib

B

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
332012-41-6

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: chloro-trimethyl-silane / 15.5 h / 20 °C
2.1: ethanol; water; hydrazine / 5.5 h / Heating / reflux
2.2: 4 h / Heating / reflux
3.1: pyridine; trichlorophosphate / 4 h / Heating / reflux
4.1: ethanol / 4 h / Heating / reflux
5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C
6.1: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.83 h / 20 °C
6.2: 0.17 h / 0 °C
View Scheme
Multi-step reaction with 6 steps
1: chloro-trimethyl-silane / 15.5 h / 20 °C
2: hydrazine / ethanol / 5.5 h / Heating / reflux
3: pyridine; trichlorophosphate / 4 h / Heating / reflux
4: ethanol / 4 h / Heating / reflux
5: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C
6: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C
View Scheme
4-chloroanilino-7-chlorofuro[2,3-d]pyridazine
332013-40-8

4-chloroanilino-7-chlorofuro[2,3-d]pyridazine

A

Telatinib
332012-40-5

Telatinib

B

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
332012-41-6

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C
2.1: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.83 h / 20 °C
2.2: 0.17 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C
2: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C
View Scheme
methyl 3-methoxycarbonylfuran-2-carboxylate
52900-79-5

methyl 3-methoxycarbonylfuran-2-carboxylate

Telatinib
332012-40-5

Telatinib

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ethanol; water; hydrazine / 5.5 h / Heating / reflux
1.2: 4 h / Heating / reflux
2.1: pyridine; trichlorophosphate / 4 h / Heating / reflux
3.1: ethanol / 4 h / Heating / reflux
4.1: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C
View Scheme
Multi-step reaction with 4 steps
1: hydrazine / ethanol / 5.5 h / Heating / reflux
2: pyridine; trichlorophosphate / 4 h / Heating / reflux
3: ethanol / 4 h / Heating / reflux
4: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C
View Scheme
methyl 3-methoxycarbonylfuran-2-carboxylate
52900-79-5

methyl 3-methoxycarbonylfuran-2-carboxylate

A

Telatinib
332012-40-5

Telatinib

B

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
332012-41-6

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: ethanol; water; hydrazine / 5.5 h / Heating / reflux
1.2: 4 h / Heating / reflux
2.1: pyridine; trichlorophosphate / 4 h / Heating / reflux
3.1: ethanol / 4 h / Heating / reflux
4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C
5.1: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.83 h / 20 °C
5.2: 0.17 h / 0 °C
View Scheme
Multi-step reaction with 5 steps
1: hydrazine / ethanol / 5.5 h / Heating / reflux
2: pyridine; trichlorophosphate / 4 h / Heating / reflux
3: ethanol / 4 h / Heating / reflux
4: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C
5: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C
View Scheme
5,6-dihydrofuro[2,3-d]pyridazine-4,7-dione
13177-71-4

5,6-dihydrofuro[2,3-d]pyridazine-4,7-dione

Telatinib
332012-40-5

Telatinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine; trichlorophosphate / 4 h / Heating / reflux
2: ethanol / 4 h / Heating / reflux
3: potassium hydroxide; 18-crown-6 ether / toluene / 83 - 87 °C
View Scheme
Multi-step reaction with 3 steps
1: pyridine; trichlorophosphate / 4 h / Heating / reflux
2: ethanol / 4 h / Heating / reflux
3: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C
View Scheme
5,6-dihydrofuro[2,3-d]pyridazine-4,7-dione
13177-71-4

5,6-dihydrofuro[2,3-d]pyridazine-4,7-dione

A

Telatinib
332012-40-5

Telatinib

B

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
332012-41-6

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: pyridine; trichlorophosphate / 4 h / Heating / reflux
2.1: ethanol / 4 h / Heating / reflux
3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C
4.1: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.83 h / 20 °C
4.2: 0.17 h / 0 °C
View Scheme
Multi-step reaction with 4 steps
1: pyridine; trichlorophosphate / 4 h / Heating / reflux
2: ethanol / 4 h / Heating / reflux
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C
4: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C
View Scheme
3-Furoic acid
488-93-7

3-Furoic acid

Telatinib
332012-40-5

Telatinib

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: n-butyllithium / tetrahydrofuran; hexanes / 2.5 h / -78 - -10 °C
2: chloro-trimethyl-silane / 15.5 h / 20 °C
3: hydrazine / ethanol / 5.5 h / Heating / reflux
4: pyridine; trichlorophosphate / 4 h / Heating / reflux
5: ethanol / 4 h / Heating / reflux
6: potassium hydroxide; 18-crown-6 ether / toluene / 20 - 85 °C
View Scheme
3-Furoic acid
488-93-7

3-Furoic acid

A

Telatinib
332012-40-5

Telatinib

B

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine
332012-41-6

4-(4-chlorophenylamino)-2-methylaminocarbonyl-7-(2-methylaminocarbonyl-4-pyridylmethoxy)-furo[2,3-d]pyridazine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: n-butyllithium / tetrahydrofuran; hexanes / 2.5 h / -78 - -10 °C
2: chloro-trimethyl-silane / 15.5 h / 20 °C
3: hydrazine / ethanol / 5.5 h / Heating / reflux
4: pyridine; trichlorophosphate / 4 h / Heating / reflux
5: ethanol / 4 h / Heating / reflux
6: 1,8-diazabicyclo[5.4.0]undec-7-ene / 24 h / 125 °C
7: sulfuric acid; iron(II) sulfate; hydroxylamine-O-sulfonic acid / water / 1.67 h / 20 °C
View Scheme
Telatinib
332012-40-5

Telatinib

methanesulfonic acid
75-75-2

methanesulfonic acid

4-[({4-[(4-chlorophenyl)amino]furan[2,3-d]pyridazin-7-yl}oxy)methyl]-N-methyl-2-pyridinecarboxamide methanesulfonate
332013-26-0

4-[({4-[(4-chlorophenyl)amino]furan[2,3-d]pyridazin-7-yl}oxy)methyl]-N-methyl-2-pyridinecarboxamide methanesulfonate

Conditions
ConditionsYield
In methanol for 0.25h; Autoclave; Reflux; Large scale;77.4%
Telatinib
332012-40-5

Telatinib

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

4-[({4-[(4-chlorophenyl)amino]furo[2,3-d]pyridazin-7-yl}oxy)methyl]-N-methyl-2-pyridinecarboxamide 4-methylbenzenesulfonate
332013-24-8

4-[({4-[(4-chlorophenyl)amino]furo[2,3-d]pyridazin-7-yl}oxy)methyl]-N-methyl-2-pyridinecarboxamide 4-methylbenzenesulfonate

Conditions
ConditionsYield
In methanol; diethyl ether for 0.166667h;
Stage #1: Telatinib; toluene-4-sulfonic acid In methanol for 0.0833333h;
Stage #2: In methanol; diethyl ether at 0℃; for 0.833333h;
In methanol; diethyl ether at 0℃; for 0.916667h;

Telatinib Chemical Properties

IUPAC Name: [(8Z,12Z,14E)-6-Hydroxy-5,11-dimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-21-(prop-2-enylamino)-17-azabicyclo[16.3.1]docosa-1(21),8,12, 14,18-pentaen-10-yl] carbamate
Molecular Formula: C31H43N3O8
Molecular Weight: 585.69g/mol
Density: 1.21
Melting Point: 201-203°C 
The Cas Register Number of Telatinib is 75747-14-7 .The chemical synonyms of Telatinib  (CAS NO. 75747-14-7) are Geldanamycin,17-demethoxy-17-(2-propenylamino)- ; CP 127374 ; Allylaminogeldanamycin ; 17-(Allylamino)-17-demethoxygeldanamycin ; 17-(Allylamino)-17-desmethoxygeldanamycin ; 17-(Allylamino)-17-dimethoxygeldanamycin ; 17-Allylaminogeldanamycin ; 17-AG .The molecular structure of  Telatinib (CAS NO. 75747-14-7) is.

Telatinib Uses

 It is a substance that is being studied in the treatment of cancer, specific young patients with certain types of leukemia or solid tumors, especially kidney tumors.

Telatinib Safety Profile

Hazard Codes:IrritantXi
Risk Statements: 36/37/38 
R36: Irritating to eyes. 
R37: Irritating to respiratory system 
R38: Irritating to skin. 
Safety Statements: 22-24/25-36-26
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes. 
S36: Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3

Telatinib Specification

The extinguishing agent of Telatinib (CAS NO. 75747-14-7) are dry powder, foam, sand, carbon dioxide, water mist.

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