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Histidylprolineamide
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Name

Histidylprolineamide

 EINECS N/A
CAS No. 33605-69-5 Density 1.378g/cm3
PSA 118.10000 LogP 0.09430
Solubility N/A Melting Point N/A
Formula C11H17 N5 O2 Boiling Point 678°Cat760mmHg
Molecular Weight 251.288 Flash Point 363.9°C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 33605-69-5 ((2S)-1-[(2S)-2-Amino-3-(3H-imidazol-4-yl)propanoyl]pyrrolidine-2-carboxamide) Hazard Symbols N/A
Synonyms

2-Pyrrolidinecarboxamide,1-L-histidyl-, L- (8CI); Histidylprolinamide; Histidylproline amide;L-Histidyl-L-prolinamide

Article Data 5

Histidylprolineamide Synthetic route

32990-93-5

1-(Nα-benzyloxycarbonyl-histidyl)-proline amide

33605-69-5

L-histidinyl-L-prolinamide

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol
74528-30-6

trifluoroacetate salt of L-histidyl-L-prolinamide

33605-69-5

L-histidinyl-L-prolinamide

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 0℃;
18610-59-8

trans-L-hydroxy-proline

33605-69-5

L-histidinyl-L-prolinamide

C16H24N6O4

Conditions
ConditionsYield
Stage #1: trans-L-hydroxy-proline With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 6h;
Stage #2: L-histidinyl-L-prolinamide In N,N-dimethyl-formamide at 5℃;		21%
98115-14-1

Nα,Nca-di-tert-butyloxycarbonylglutamine

33605-69-5

L-histidinyl-L-prolinamide

{(S)-4-tert-Butoxycarbonylamino-4-[(S)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-(1H-imidazol-4-ylmethyl)-2-oxo-ethylcarbamoyl]-butyryl}-carbamic acid tert-butyl ester; compound with acetic acid

Conditions
ConditionsYield
With 4-methyl-morpholine; isobutyl chloroformate 1.) THF; 2.) DMF, water, 1 h; Yield given. Multistep reaction;
108312-35-2

Nα,Nca-di-tert-butyloxycarbonyl-L-homoglutamine

33605-69-5

L-histidinyl-L-prolinamide

{(S)-5-tert-Butoxycarbonylamino-5-[(S)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-1-(1H-imidazol-4-ylmethyl)-2-oxo-ethylcarbamoyl]-pentanoyl}-carbamic acid tert-butyl ester; compound with acetic acid

Conditions
ConditionsYield
With 4-methyl-morpholine; isobutyl chloroformate 1.9 THF; 2.) H2O, DMF, 1 h; Yield given. Multistep reaction;
16404-94-7

(S)-4-oxo-azetidine-2-carboxylic acid

33605-69-5

L-histidinyl-L-prolinamide

95729-65-0

Nα-[((S)-4-oxo-2-azetidinyl)carbonyl]-L-histidyl-L-prolineamide

Conditions
ConditionsYield
Stage #1: (S)-4-oxo-azetidine-2-carboxylic acid With 2,3,4,5,6-pentafluorophenol; dicyclohexyl-carbodiimide In 1,4-dioxane; N,N-dimethyl-formamide at 0℃; for 3.5h;
Stage #2: L-histidinyl-L-prolinamide In 1,4-dioxane; N,N-dimethyl-formamide at 0℃; for 2h;

Histidylprolineamide Chemical Properties

Molecular Structure of Histidylprolineamide (CAS No.33605-69-5):
 
Molecular Formula: C11H17N5O2
Molecular Weight: 251.285
CAS No: 33605-69-5
H bond acceptors: 7
H bond donors: 5
Freely Rotating Bonds: 5
Polar Surface Area: 61.68 Å2
Index of Refraction: 1.625
Molar Refractivity: 64.46 cm3
Molar Volume: 182.2 cm3
Surface Tension: 79.1 dyne/cm
Density: 1.378 g/cm3
Flash Point: 363.9 °C
Enthalpy of Vaporization: 99.52 kJ/mol
Boiling Point: 678 °C at 760 mmHg
Vapour Pressure: 3.06E-18 mmHg at 25°C
InChI: InChI=1/C11H17N5O2/c12-8(4-7-5-14-6-15-7)11(18)16-3-1-2-9(16)10(13)17/h5-6,8-9H,1-4,12H2,(H2,13,17)(H,14,15)/t8-,9-/m0/s1
InChIKey: BVQMQRWLLWQCLL-IUCAKERBBP
Std. InChI: InChI=1S/C11H17N5O2/c12-8(4-7-5-14-6-15-7)11(18)16-3-1-2-9(16)10(13)17/h5-6,8-9H,1-4,12H2,(H2,13,17)(H,14,15)/t8-,9-/m0/s1
Std. InChIKey: BVQMQRWLLWQCLL-IUCAKERBSA-N
IUPAC Name: (2S)-1-[(2S)-2-Amino-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carboxamide 

Histidylprolineamide Specification

   Histidylprolineamide (CAS No.33605-69-5), its synonyms are (2S)-1-[(2S)-2-Amino-3-(3H-imidazol-4-yl)propanoyl]pyrrolidine-2-carboxamide ; His-pro-amide .

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