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US3862927A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparation of vasoactive intestinal peptide

Assignee: Research Corp
•
Filing: 1973-09-28
•
Granted: 1975-01-28
•
Expires: 1993-09-28
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Abstract

Abstract Vasoactive intestinal peptide (V.I.P.) is prepared by controlled, stepwise procedure starting with individual amino acid components. This peptide has the property of inducing systemic vasodilation, lowering arterial blood pressure, and relaxing certain smooth muscle.

Inventors

  • 👤 Sami I Said
  • 👤 Miklos Bodanszky
  • 👤 Viktor Mutt
  • 👤 Yakir Klausner

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 16:11
CPC Classifications
C; C07; C07K; C07K14/00; C07K14/435; C07K14/575; C07K14/57563; A; A61; A61K; A61K38/00; Y; Y10; Y10S; Y10S930/00; Y10S930/01; Y10S930/17

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 31 words
A method accordinng to claim 1, wherein Y is an azide, an unsymmetrical anhydride, a symmetrical anhydride, a halide, an active ester, an acyl derivative of hydroxylamine or an acyl imidazole.
Claim 2
Dependent Claim 10 words
A method according to claim 2, wherein X is tertiary-butyloxycarbonyl.
Claim 3
Dependent Claim 13 words
A method according to claim 3, whErein X1 is benzyloxycarbonyl or substituted benzyloxycarbonyl.
Claim 4
Dependent Claim 10 words
A method according to claim 4, wherein Y is N3.
Claim 5
Independent Claim 32 words
A method for the preparation of Vasoactive Intestinal Peptide of the sequence: his-ser-asp-ala-val-phe-thr-asp-asn-tyr-thr-arg-leu-arg-lys-gln-met-ala-val -lys-lys-tyr-leu-asn-ser-ile-leu-asn-NH2 which comprises coupling by peptide linkages a peptide of the formula: X-his-ser-asp-ala-val-phe-COY and a peptide of the formula:
Claim 6
Dependent Claim 10 words
A method according to claim 6, wherein X is tertiary-butyloxycarbonyl.
Claim 7
Dependent Claim 10 words
A method according to claim 7, wherein X1 is benzyloxycarbonyl.
Claim 8
Dependent Claim 31 words
A method according to claim 8, wherein Y is an azide, an unsymmetrical anhydride, a symmetrical anhydride, a halide, an active ester, an acyl derivative of hydroxylamine or an acyl imidazole.
Claim 9
Dependent Claim 5 words
A peptide of the sequence:
Claim 10
Dependent Claim 17 words
A peptide according to claim 10, wherein X is tertiary-butyloxycarbonyl and X1 is benzyloxycarbonyl or substituted benzyloxycarbonyl.
Claim 11
Dependent Claim 34 words
A peptide of the sequence: X-his-ser-asp-ala-val-phe and the terminal azide and hydrazide thereof, wherein all amino acids are in the L-form, and X is a protected amino group selected from those of the formula:
Claim 12
Dependent Claim 10 words
A peptide according to claim 12, wherein X is tertiary-butyloxycarbonyl.
Claim 13
Dependent Claim 5 words
A peptide of the sequence:
Claim 14
Dependent Claim 10 words
A peptide according to claim 14, wherein X1 is benzyloxycarbonyl.
Claim 15
Dependent Claim 33 words
A peptide of the sequence: X-thr-asp-asn-tyr-thr-arg-leu and the terminal azide and hydrazide thereof, wherein all amino acids are in the L-form, and X is an amino-protecting group selected from those of the formula:
Claim 16
Dependent Claim 10 words
A peptide according to claim 16, wherein X is tertiary-butyloxycarbonyl.
Claim 17
Dependent Claim 5 words
A peptide of the sequence:
Claim 18
Dependent Claim 10 words
A peptide according to claim 18, wherein X1 is benzyloxycarbonyl.
Claim 19
Dependent Claim 5 words
A peptide of the sequence:
Claim 20
Dependent Claim 14 words
A peptide according to claim 20, wherein X is tertiary-butyloxycarbonyl and X1 is benzyloxycarbonyl.
Claim 21
Dependent Claim 5 words
A peptide of the sequence:
Claim 22
Dependent Claim 10 words
A peptide according to claim 22 wherein X1 is benzyloxycarbonyl.
Claim 23
Dependent Claim 5 words
A peptide of the sequence:
Claim 24
Dependent Claim 14 words
A peptide according to claim 24, wherein X is tertiary-butyloxycarbonyl and X1 is benzyloxycarbonyl.
Claim 25
Dependent Claim 6 words
A peptide of the sequence: L-his-L-ser-L-asp-L-ala-L-val-L-phe.
Claim 26
Dependent Claim 6 words
A peptide of the sequence: L-ala-L-val-L-lys-L-lys-L-tyr-L-leu-L-asn-L-ser-L-ile-L-leu-L-asn-NH2.
Claim 27
Dependent Claim 10 words
The pharmaceutically acceptable salts of the peptide of claim 27.
Claim 28
Dependent Claim 7 words
A peptide of the sequence: L-lys-L-gln-L-met-L-ala-L-val-L-lys-L-lys-L-tyr-L-leu-L-asn-L-ser-L-ile-L -asn-NH2.
Claim 29
Dependent Claim 7 words
A peptide of the sequence: L-arg-L-lys-L-gln-L-met-L-ala-L-val-L-lys-L-lys-L-tyr-L-ley-L-asn-L-ser-L -ile-L-leu-L-asn-NH2.
Claim 30
Dependent Claim 10 words
The pharmaceutically acceptable salts of the peptide of claim 30.
Claim 31
Dependent Claim 7 words
A peptide of the sequence: L-thr-L-asp-L-asn-L-tyr-L-thr-L-arg-L-leu-L-arg-L-lys-L-gln-L-met-L-ala-L -val-L-lys-L-lys-L-tyr-L-leu-L-asn-L-ser-L-ile-L-leu-L-asn-NH2.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-01-27 1978-07-29 1979-01-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-01-27 1982-07-29 1983-01-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-01-27 1986-07-29 1987-01-28 $7700.00 Window Closed / Lapsed

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