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Camostat

  • Name Camostat
  • EINECSN/A
  • CAS No. 59721-28-7
  • Density1.28 g/cm3
  • PSA134.81000
  • LogP2.25810
  • SolubilityN/A
  • Melting Point194-198℃
  • FormulaC20H22N4O5
  • Boiling Point634.6 °C at 760 mmHg
  • Molecular Weight398.418
  • Flash Point337.6 °C
  • Transport InformationN/A
  • Appearancewhite crystals or crystalline powder
  • Safety
  • Risk CodesN/A
  • Molecular Structure
    Molecular Structure of 59721-28-7 (Camostat)
  • Hazard SymbolsN/A
  • SynonymsN/A
  • Article Data2

Camostat Synthetic route

16060-65-4

4-guanidinobenzoic acid

59721-16-3

p-hydroxyphenylacetic acid-N, N-dimethylcarbamoylmethyl ester

59721-28-7

camostat

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile for 5h; Reflux;38.2 g
87-69-4

L-Tartaric acid

59721-28-7

camostat

N,N-dimethyl-carbamoylmethyl p-(p-guanidinobenzoyloxy)phenylacetate hydrogentartrate hemihydrate

Conditions
ConditionsYield
With water In isopropyl alcohol at 25 - 75℃;99.1%
59721-28-7

camostat

86-48-6

1-hydroxy-2-naphthoic acid

N,N-dimethyl-carbamoylmethyl p-(p-guanidinobenzoyloxy)phenylacetate xinafoate

Conditions
ConditionsYield
In water; isopropyl alcohol at 25 - 60℃;99.1%
110-94-1

1,5-pentanedioic acid

59721-28-7

camostat

N,N-dimethyl-carbamoylmethyl p-(p-guanidinobenzoyloxy)phenylacetate glutarate

Conditions
ConditionsYield
In ethanol at 20 - 65℃;98%
124-04-9

Adipic acid

59721-28-7

camostat

N,N-dimethyl-carbamoylmethyl p-(p-guanidinobenzoyloxy)phenylacetate adipate

Conditions
ConditionsYield
In ethanol at 20 - 65℃;98%
79-14-1

glycolic Acid

59721-28-7

camostat

N,N-dimethyl-carbamoylmethyl p-(p-guanidinobenzoyloxy)phenylacetate glycolate

Conditions
ConditionsYield
In ethanol at 20 - 70℃;96.3%
79-14-1

glycolic Acid

59721-28-7

camostat

N,N-dimethyl-carbamoylmethyl p-(p-guanidinobenzoyloxy)phenylacetate glycolate hemihydrate

Conditions
ConditionsYield
With water In isopropyl alcohol at 20 - 45℃;95.3%
64-19-7

acetic acid

59721-28-7

camostat

N,N-dimethyl-carbamoylmethyl p-(p-guanidinobenzoyloxy)phenylacetate acetate

Conditions
ConditionsYield
In water; isopropyl alcohol at 20 - 45℃;89.5%
110-15-6

succinic acid

59721-28-7

camostat

N,N-dimethyl-carbamoylmethyl p-(p-guanidinobenzoyloxy)phenylacetate succinate

Conditions
ConditionsYield
In ethanol; water at 20 - 75℃;88%
110-15-6

succinic acid

59721-28-7

camostat

N,N-dimethyl-carbamoylmethyl p-(p-guanidinobenzoyloxy)phenylacetate hydrogensuccinate

Conditions
ConditionsYield
In ethanol; water at 20 - 70℃;87.9%

Camostat Specification

This chemical is called Camostat, and its systematic name is N,N-dimethylcarbamoylmethyl 4-(4-guanidinobenzoyloxy)phenylacetate. With the molecular formula of C20H22N4O5, its molecular weight is 398.42. The CAS registry number of this chemical is 59721-28-7, and its product category is API. Additionally, this chemical is often used as non-peptide protease inhibitors.

Other characteristics of the Camostat can be summarised as followings: (1)ACD/LogP: 1.29; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.7; (4)ACD/LogD (pH 7.4): -0.23; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.23; (8)ACD/KOC (pH 7.4): 3.57; (9)#H bond acceptors: 9; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 9; (12)Polar Surface Area: 91.75 Å2; (13)Index of Refraction: 1.596; (14)Molar Refractivity: 105.42 cm3; (15)Molar Volume: 309.5 cm3; (16)Polarizability: 41.79×10-24cm3; (17)Surface Tension: 50.5 dyne/cm; (18)Density: 1.28 g/cm3; (19)Flash Point: 337.6 °C; (20)Enthalpy of Vaporization: 93.79 kJ/mol; (21)Boiling Point: 634.6 °C at 760 mmHg; (22)Vapour Pressure: 5.22E-16 mmHg at 25°C.

Production method of this chemical:


You can still convert the following datas into molecular structure: 
1.SMILES: O=C(Oc1ccc(cc1)CC(=O)OCC(=O)N(C)C)c2ccc(/N=C(\N)N)cc2
2.InChI: InChI=1/C20H22N4O5/c1-24(2)17(25)12-28-18(26)11-13-3-9-16(10-4-13)29-19(27)14-5-7-15(8-6-14)23-20(21)22/h3-10H,11-12H2,1-2H3,(H4,21,22,23)
3.InChIKey: XASIMHXSUQUHLV-UHFFFAOYAB

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