ChemicalBook > CAS DataBase List > 5-Dehydro Tolvaptan

5-Dehydro Tolvaptan

Product Name
5-Dehydro Tolvaptan
CAS No.
137973-76-3
Chemical Name
5-Dehydro Tolvaptan
Synonyms
Dehydrotolvaptan;5-Dehydro Tolvaptan;Tolvaptan Intermediate;Tolvaptan 5-Oxo Analog;Tolvaptan impurity 5 (DM-21826);7-chloro-1-[2-methyl-4-[(2-methylbenzoyl)amino]benzoyl]-5-ox...;N-(4-(7-Chloro-5-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methy;N-[4-(7-chloro-5-oxo-3,4-dihydro-2H-1-benzazepine-1-carbonyl)-3-methylphenyl]-2-methylbenzamide;N-(4-(7-Chloro-5-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methylbe;7-chloro-1-[2-methyl-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
CBNumber
CB72500620
Molecular Formula
C26H23ClN2O3
Formula Weight
446.93
MOL File
137973-76-3.mol
More
Less

5-Dehydro Tolvaptan Property

Melting point:
>118°C (dec.)
Boiling point:
593.2±50.0 °C(Predicted)
Density 
1.307
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
12.97±0.70(Predicted)
color 
White to Off-White
InChIKey
VENGMROMZOKURN-UHFFFAOYSA-N
SMILES
C(NC1=CC=C(C(N2C3=CC=C(Cl)C=C3C(=O)CCC2)=O)C(C)=C1)(=O)C1=CC=CC=C1C
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

TRC
Product number
D230350
Product name
5-DehydroTolvaptan
Packaging
50mg
Price
$1190
Updated
2021/12/16
Matrix Scientific
Product number
096805
Product name
N-(4-(7-Chloro-5-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methylbenzamide
Purity
95+%
Packaging
1g
Price
$1647
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
56358
Product name
5-DehydroTolvaptan
Packaging
50mg
Price
$2200
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC151485
Product name
N-[4-[(7-Chloro-2,3,4,5-tetrahydro-5-oxo-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl]-2-methylbenzamide
Packaging
2mg
Price
$59
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC151485
Product name
N-[4-[(7-Chloro-2,3,4,5-tetrahydro-5-oxo-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl]-2-methylbenzamide
Packaging
50mg
Price
$704
Updated
2021/12/16
More
Less

5-Dehydro Tolvaptan Chemical Properties,Usage,Production

Uses

5-Dehydro Tolvaptan is an impurity of Tolvaptan (T536650), a selective, competitive arginine vasopressin V2 receptor antagonist used to treat hyponatremia (low blood sodium levels) associated with congestive heart failure, cirrhosis, and the syndrome of inappropriate antidiuretic hormone (SIADH g

Preparation

To a 3 L reactor was added 1- (4-amino-2-methylbenzoyl) -7-chloro-5-oxo-2,3,4,5-tetrahydro- 1 H- 1 -benzazepine (70. 0 g, 212.90 mmol), dichloromethane (560 ml) and distilled water (140 ml), and the mixture was stirred for 1 hour. Magnesium hydroxide (14.90 g, 14.90 mmol) was added to the reaction mixture at 10 ° C. or lower, and the mixture was stirred for 30 minutes. 2-Methylbenzoyl chloride (30.42 ml) was gradually added to the reaction mixture, stirring for 3 hours. The reaction mixture was filtered to remove magnesium hydroxide, and the pH of the reaction mixture was adjusted to pH 8 to 9 using an aqueous sodium hydroxide solution, and then the organic layer was separated. The obtained organic layer was dried with sodium sulfate (Na 2 SO 4), filtered, and concentrated under reduced pressure to give 5-Dehydro Tolvaptan (yield: 96 percent).

Synthesis

933-88-0

137977-97-0

137973-76-3

To a 3 L reactor was added 1-(4-amino-2-methylbenzoyl)-7-chloro-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one (70.0 g, 212.90 mmol), dichloromethane (560 mL), and distilled water (140 mL), and the reaction mixture was stirred for 1 hour. Magnesium hydroxide (14.90 g, 14.90 mmol) was slowly added to the reaction mixture at a temperature controlled below 10 °C and stirring was continued for 30 min. Subsequently, o-toluoyl chloride (30.42 mL) was slowly added dropwise and the reaction was continued with stirring for 3 hours after the dropwise addition. After completion of the reaction, the magnesium hydroxide was removed by filtration and the pH of the filtrate was adjusted to 8-9 with aqueous sodium hydroxide to separate the organic layer. The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 7-chloro-1-[2-methyl-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine 91.35 g in 96% yield.

References

[1] Patent: JP2018/12690, 2018, A. Location in patent: Paragraph 0029; 0030
[2] Patent: CN105315169, 2016, A. Location in patent: Paragraph 0170; 0224; 0225
[3] Patent: CN105753735, 2016, A. Location in patent: Paragraph 0181; 0217; 0218
[4] Patent: CN106883175, 2017, A. Location in patent: Paragraph 0017; 0018
[5] Patent: CN108503586, 2018, A. Location in patent: Paragraph 0044; 0045; 0054; 0055; 0056

5-Dehydro Tolvaptan Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

5-Dehydro Tolvaptan Suppliers

Canada 1 China 131 India 10 United Kingdom 1 United States 9 Global 152
Enki Biopharmaceuticals(Shanghai) Limited
Tel
+86-21 5768 0965 +86-13916707528
Fax
(21) 5768 0922
Email
yusu@enkibiopharma.com
Country
China
ProdList
45
Advantage
55
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6003
Advantage
61
Hangzhou Minsuo Technology Co., Ltd.
Tel
571-88199336 18957129209
Fax
0571-88190523
Email
309645123@qq.com
Country
China
ProdList
53
Advantage
64
Daicel Chiral Technologies (China)CO.,LTD
Tel
021-50460086-9 15921403865
Fax
+86-21-50462321
Email
han_yajun@dctc.daicel.com
Country
China
ProdList
7471
Advantage
65
Nanjing Vital Chemical Co., Ltd.
Tel
Please Send Email 18652950785
Fax
025-87193546
Email
chemweiao@163.com
Country
China
ProdList
4378
Advantage
65
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
12952
Advantage
65
BioBioPha Co., Ltd.
Tel
0871-65217109 13211707573;
Fax
0871-65215563
Email
y.liu@mail.biobiopha.com
Country
China
ProdList
5653
Advantage
65
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
Taizhou Tongxin Bio-Tech Co., Ltd
Tel
0523-86818997 18652728585
Email
sales@allyrise.com
Country
China
ProdList
2966
Advantage
60
More
Less

View Lastest Price from 5-Dehydro Tolvaptan manufacturers

Guangzhou Tosun Pharmaceutical Ltd
Product
Tolvaptan Impurity 8 137973-76-3
Price
US $0.00-0.00/mg
Min. Order
5mg
Purity
95%+
Supply Ability
1000mg
Release date
2025-01-21
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Tolvaptan Impurity 4 137973-76-3
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
98%
Supply Ability
500mg
Release date
2024-08-12
Cangzhou Wanyou New Material Technology Co.,Ltd
Product
Tolvaptan Intermediate 137973-76-3
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
5 tons
Release date
2019-08-04

137973-76-3, 5-Dehydro TolvaptanRelated Search:

(R)-(+)-Tolvaptan Ethyl 7-Chloro-5-oxo-1-toxyl-2,3,4,5,-tetrahydro-1H-benzo[b]azepine-4-carboxylate Tolvaptan Impurity 18 Tolvaptan Impurity 13 5-Chloro-2-[(4-ethoxy-4-oxobutyl)[(4-methylphenyl)sulfonyl]amino]benzoic acid methyl ester Tolvaptan Impurity 21 Tolvaptan Impurity 3 (DM-4104) Tolvaptan Impurity 30 7-Chloro-1,2,3,4-tetrahydro-1-[(4-methylphenyl)sulfonyl]-5H-1-benzazepin-5-one Tolvaptan Impurity 17 Tolvaptan impurity 2 Tolvaptan Impurity 20 Tolvaptan Impurity 15 Tolvaptan Impurity 11 Tolvaptan Impurity 26 Tolvaptan 7-Chloro-1,2,3,4-tetrahydrobenzo(b)azepin-5-one 7-Chloro-1,2,3,4-tetrahydro-1-(2-methyl-4-nitrobenzoyl)-5H-1-benzazepin-5-one

  • N-[4-[(7-Chloro-2,3,4,5-tetrahydro-5-oxo-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl]-2-methylbenzamide
  • 7-chloro-1-[2-methyl-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
  • N-(4-(7-Chloro-5-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methylbe
  • 5-Dehydro Tolvaptan
  • N-(4-(7-Chloro-5-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine-1-carbonyl)-3-Methylphenyl)-2-MethylbenzaMide
  • Dehydrotolvaptan
  • N-[4-[7-Chloro-2,3,4,5-Tetrahydro-5-oxo-1H-1-Benzazepine-1-yl)carbonyl]-3-MethylPhenyl]-2-MethylBenzamide
  • N-[4-(7-chloro-5-oxo-3,4-dihydro-2H-1-benzazepine-1-carbonyl)-3-methylphenyl]-2-methylbenzamide
  • N-(4-(7-Chloro-5-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methy
  • Tolvaptan Intermediate
  • Tolvaptan impurity 5 (DM-21826)
  • Tolvaptan 5-Oxo Analog
  • Benzamide, N-[4-[(7-chloro-2,3,4,5-tetrahydro-5-oxo-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl]-2-methyl-
  • N-[4-(7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine-1-carbonyl)-3-methylphenyl]-2-methylbenzamide
  • 7-chloro-1-[2-methyl-4-[(2-methylbenzoyl)amino]benzoyl]-5-ox...
  • N-[4-[(7- chloro -2,3,4,5- tetrahydro -5- oxo -1H-1- benzoazepine -1- yl) carbonyl ]-3- methylphenyl ]-2- methylbenzamide *
  • N-[4-[(7-Chloro-5-oxo-2,3,4,5-tetrahydro-1H-benzazepin-1-yl)carbonyl]-3-methylphenyl]-2-methylbenzamide
  • 137973-76-3
  • Tolvaptan intermediate