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Chemistry

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Also known as: Upamostat, Upamostat [inn], 1191101-18-4, S5m7kw6u17, 1-piperazinecarboxylic acid, 4-((2s)-3-(3-((e)-amino(hydroxyimino)methyl)phenyl)-1-oxo-2-(((2,4,6-tris(1-methylethyl)phenyl)sulfonyl)amino)propyl)-, ethyl ester, Ethyl 4-((2s)-3-{3-((e)-n'-hydroxycarbamimidoyl)phenyl)-2-(2,3,5-tri(propan-2-yl)benzenesulfonamido)propanoyl)piperazine-1-carboxylate
Molecular Formula
C32H47N5O6S
Molecular Weight
629.8  g/mol
InChI Key
HUASEDVYRABWCV-NDEPHWFRSA-N
FDA UNII
S5M7KW6U17

Upamostat
Upamostat is an orally bioavailable, 3-amidinophenylalanine-derived, second generation serine protease inhibitor prodrug targeting the human urokinase plasminogen activator (uPA) system with potential antineoplastic and antimetastatic activities. After oral administration, upamostat is converted to the active N alpha-(2,4,6-triisopropylphenylsulfonyl)-3-amidino-(L)-phenylalanine-4-ethoxycarbonylpiperazide (WX-UK1), which inhibits several serine proteases, particularly uPA; inhibition of uPA may result in the inhibition of tumor growth and metastasis. uPA is a serine protease involved in degradation of the extracellular matrix and tumor cell migration and proliferation.
1 2D Structure

Upamostat

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
ethyl 4-[(2S)-3-[3-[(E)-N'-hydroxycarbamimidoyl]phenyl]-2-[[2,4,6-tri(propan-2-yl)phenyl]sulfonylamino]propanoyl]piperazine-1-carboxylate
2.1.2 InChI
InChI=1S/C32H47N5O6S/c1-8-43-32(39)37-14-12-36(13-15-37)31(38)28(17-23-10-9-11-24(16-23)30(33)34-40)35-44(41,42)29-26(21(4)5)18-25(20(2)3)19-27(29)22(6)7/h9-11,16,18-22,28,35,40H,8,12-15,17H2,1-7H3,(H2,33,34)/t28-/m0/s1
2.1.3 InChI Key
HUASEDVYRABWCV-NDEPHWFRSA-N
2.1.4 Canonical SMILES
CCOC(=O)N1CCN(CC1)C(=O)C(CC2=CC(=CC=C2)C(=NO)N)NS(=O)(=O)C3=C(C=C(C=C3C(C)C)C(C)C)C(C)C
2.1.5 Isomeric SMILES
CCOC(=O)N1CCN(CC1)C(=O)[C@H](CC2=CC(=CC=C2)/C(=N\O)/N)NS(=O)(=O)C3=C(C=C(C=C3C(C)C)C(C)C)C(C)C
2.2 Other Identifiers
2.2.1 UNII
S5M7KW6U17
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Rhb-107

2. Upamostat

3. Wx-671

2.3.2 Depositor-Supplied Synonyms

1. Upamostat

2. Upamostat [inn]

3. 1191101-18-4

4. S5m7kw6u17

5. 1-piperazinecarboxylic Acid, 4-((2s)-3-(3-((e)-amino(hydroxyimino)methyl)phenyl)-1-oxo-2-(((2,4,6-tris(1-methylethyl)phenyl)sulfonyl)amino)propyl)-, Ethyl Ester

6. Ethyl 4-((2s)-3-{3-((e)-n'-hydroxycarbamimidoyl)phenyl)-2-(2,3,5-tri(propan-2-yl)benzenesulfonamido)propanoyl)piperazine-1-carboxylate

7. Ethyl 4-[(2s)-3-[3-[(e)-n'-hydroxycarbamimidoyl]phenyl]-2-[[2,4,6-tri(propan-2-yl)phenyl]sulfonylamino]propanoyl]piperazine-1-carboxylate

8. Unii-s5m7kw6u17

9. Wx-671

10. Ethyl 4-((2s)-3-(3-((e)-n'-hydroxycarbamimidoyl)phenyl)-2-(2,3,5-tri(propan-2-yl)benzenesulfonamido)propanoyl)piperazine-1-carboxylate

11. Upamostat [who-dd]

12. Schembl12618906

13. Schembl20669283

14. 590368-25-5

15. Ex-a6355

16. Wx-671wx-671

17. Db13052

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 629.8 g/mol
Molecular Formula C32H47N5O6S
XLogP35
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count12
Exact Mass629.32470541 g/mol
Monoisotopic Mass629.32470541 g/mol
Topological Polar Surface Area163 Ų
Heavy Atom Count44
Formal Charge0
Complexity1070
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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Looking for 1191101-18-4 / Upamostat API manufacturers, exporters & distributors?

Upamostat manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Upamostat API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Upamostat manufacturer or Upamostat supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Upamostat manufacturer or Upamostat supplier.

PharmaCompass also assists you with knowing the Upamostat API Price utilized in the formulation of products. Upamostat API Price is not always fixed or binding as the Upamostat Price is obtained through a variety of data sources. The Upamostat Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Upamostat

Synonyms

Upamostat [inn], 1191101-18-4, S5m7kw6u17, 1-piperazinecarboxylic acid, 4-((2s)-3-(3-((e)-amino(hydroxyimino)methyl)phenyl)-1-oxo-2-(((2,4,6-tris(1-methylethyl)phenyl)sulfonyl)amino)propyl)-, ethyl ester, Ethyl 4-((2s)-3-{3-((e)-n'-hydroxycarbamimidoyl)phenyl)-2-(2,3,5-tri(propan-2-yl)benzenesulfonamido)propanoyl)piperazine-1-carboxylate, Ethyl 4-[(2s)-3-[3-[(e)-n'-hydroxycarbamimidoyl]phenyl]-2-[[2,4,6-tri(propan-2-yl)phenyl]sulfonylamino]propanoyl]piperazine-1-carboxylate

Cas Number

1191101-18-4

Unique Ingredient Identifier (UNII)

S5M7KW6U17

About Upamostat

Upamostat is an orally bioavailable, 3-amidinophenylalanine-derived, second generation serine protease inhibitor prodrug targeting the human urokinase plasminogen activator (uPA) system with potential antineoplastic and antimetastatic activities. After oral administration, upamostat is converted to the active N alpha-(2,4,6-triisopropylphenylsulfonyl)-3-amidino-(L)-phenylalanine-4-ethoxycarbonylpiperazide (WX-UK1), which inhibits several serine proteases, particularly uPA; inhibition of uPA may result in the inhibition of tumor growth and metastasis. uPA is a serine protease involved in degradation of the extracellular matrix and tumor cell migration and proliferation.

Upamostat Manufacturers

A Upamostat manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Upamostat, including repackagers and relabelers. The FDA regulates Upamostat manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Upamostat API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Upamostat Suppliers

A Upamostat supplier is an individual or a company that provides Upamostat active pharmaceutical ingredient (API) or Upamostat finished formulations upon request. The Upamostat suppliers may include Upamostat API manufacturers, exporters, distributors and traders.

Upamostat GMP

Upamostat Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Upamostat GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Upamostat GMP manufacturer or Upamostat GMP API supplier for your needs.

Upamostat CoA

A Upamostat CoA (Certificate of Analysis) is a formal document that attests to Upamostat's compliance with Upamostat specifications and serves as a tool for batch-level quality control.

Upamostat CoA mostly includes findings from lab analyses of a specific batch. For each Upamostat CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Upamostat may be tested according to a variety of international standards, such as European Pharmacopoeia (Upamostat EP), Upamostat JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Upamostat USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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