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Technical details about Desmopressin Acetate, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: Octostim, Minirin, Ddavp, Stimate, Concentraid, Desmopressin acetate anhydrous
Molecular Formula
C48H68N14O14S2
Molecular Weight
1129.3  g/mol
InChI Key
MLSVJHOYXJGGTR-IFHOVBQLSA-N
FDA UNII
1K12647SFC

A synthetic analog of the pituitary hormone, ARGININE VASOPRESSIN. Its action is mediated by the VASOPRESSIN receptor V2. It has prolonged antidiuretic activity, but little pressor effects. It also modulates levels of circulating FACTOR VIII and VON WILLEBRAND FACTOR.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
acetic acid;(2S)-N-[(2R)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-1-[(4R,7S,10S,13S,16S)-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide
2.1.2 InChI
InChI=1S/C46H64N14O12S2.C2H4O2/c47-35(62)15-14-29-40(67)58-32(22-36(48)63)43(70)59-33(45(72)60-18-5-9-34(60)44(71)56-28(8-4-17-52-46(50)51)39(66)53-23-37(49)64)24-74-73-19-16-38(65)54-30(21-26-10-12-27(61)13-11-26)41(68)57-31(42(69)55-29)20-25-6-2-1-3-7-25;1-2(3)4/h1-3,6-7,10-13,28-34,61H,4-5,8-9,14-24H2,(H2,47,62)(H2,48,63)(H2,49,64)(H,53,66)(H,54,65)(H,55,69)(H,56,71)(H,57,68)(H,58,67)(H,59,70)(H4,50,51,52);1H3,(H,3,4)/t28-,29+,30+,31+,32+,33+,34+;/m1./s1
2.1.3 InChI Key
MLSVJHOYXJGGTR-IFHOVBQLSA-N
2.1.4 Canonical SMILES
CC(=O)O.C1CC(N(C1)C(=O)C2CSSCCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)C(=O)NC(CCCN=C(N)N)C(=O)NCC(=O)N
2.1.5 Isomeric SMILES
CC(=O)O.C1C[C@H](N(C1)C(=O)[C@@H]2CSSCCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)C(=O)N[C@H](CCCN=C(N)N)C(=O)NCC(=O)N
2.2 Other Identifiers
2.2.1 UNII
1K12647SFC
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1-deamino-8-d-arginine Vasopressin

2. 1-desamino-8-arginine Vasopressin

3. Acetate, Desmopressin

4. Adiuretin

5. Adiuretin Sd

6. Apo-desmopressin

7. Arginine Vasopressin, Deamino

8. Ddavp

9. Deamino Arginine Vasopressin

10. Desmogalen

11. Desmopressin

12. Desmopressin Monoacetate

13. Desmopressin Monoacetate, Trihydrate

14. Desmopressine Ferring

15. Desmospray

16. Desmotabs

17. Ferring, Desmopressine

18. Minirin

19. Minurin

20. Monoacetate, Desmopressin

21. Monoacetate, Trihydrate Desmopressin

22. Nocutil

23. Octim

24. Octostim

25. Trihydrate Desmopressin Monoacetate

26. Vasopressin, 1-deamino-8-d-arginine

27. Vasopressin, 1-desamino-8-arginine

28. Vasopressin, Deamino Arginine

2.3.2 Depositor-Supplied Synonyms

1. Octostim

2. Minirin

3. Ddavp

4. Stimate

5. Concentraid

6. Desmopressin Acetate Anhydrous

7. Noctiva

8. 62288-83-9

9. Ddavp (needs No Refrigeration)

10. Desmospray

11. Anhydrous Desmopressin Acetate

12. Desmopressin Acetate Preservative Free

13. Desmopressin Acetate (needs No Refrigeration)

14. 1k12647sfc

15. Desmopressin Acetate Hydrate

16. Desmotabs

17. Minirine

18. Nocutil

19. Octim

20. Desmopressin Acetate Trihydrate

21. Demopressin Acetate

22. Ddavp Nasal Spray

23. Ddavp Rhinal Tube

24. Stimate Nasal Spray

25. Noqdirna

26. Presinex

27. Desmomelt

28. Unii-1k12647sfc

29. Desmopressin Acetate [usan:jan]

30. Chembl1200556

31. Dtxsid4046864

32. 16679-58-6(free Base)

33. Desmopressin Acetate [mi]

34. Stimate (needs No Refrigeration)

35. Ex-a4285

36. 1-(3-mercaptopropionic Acid)-8-d-arginine Vasopression Monoacetate

37. Bdbm50247923

38. Mfcd00133962

39. Akos025311518

40. Ccg-270644

41. Desmopressin Monoacetate Anhydrous

42. Anhydrous Desmopressin Acetate [mart.]

43. (deamino-cys1,d-arg8)-vasopressin Acetate

44. 789d983

45. Q27252517

46. 1-(3-mercaptopropionic Acid)-8-d-arginine-vasopressin Monoacetate (salt)

47. Vasopressin, 1-(3-mercaptopropanoic Acid)-8-d-arginine-, Monoacetate (salt)

48. Vasopressin,1-(3-mercaptopropanoic Acid)-8-d-arginine-,monoacetate(salt)(9ci)

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 1129.3 g/mol
Molecular Formula C48H68N14O14S2
Hydrogen Bond Donor Count14
Hydrogen Bond Acceptor Count17
Rotatable Bond Count19
Exact Mass1128.44808525 g/mol
Monoisotopic Mass1128.44808525 g/mol
Topological Polar Surface Area526 Ų
Heavy Atom Count78
Formal Charge0
Complexity2070
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameDesmopressin acetate
Drug LabelDesmopressin Nasal Spray Solution USP, 0.01% is a synthetic analogue of the natural pituitary hormone 8-arginine vasopressin (ADH), an antidiuretic hormone affecting renal water conservation. The structural formula for the active ingredient is:Mol. w...
Active IngredientDesmopressin acetate
Dosage FormInjectable; Spray, metered; Tablet; Solution
RouteNasal; oral; Injection; Oral
Strength0.01mg/spray; 0.004mg/ml; 0.2mg; 0.01%; 0.1mg
Market StatusTentative Approval; Prescription
CompanyMylan Pharms; Glenmark Generics; Teva Pharms; Hospira; Actavis Labs Fl; Apotex; Bausch And Lomb; Sun Pharm Inds; Teva Pharms Usa; Ferring

2 of 2  
Drug NameDesmopressin acetate
Drug LabelDesmopressin Nasal Spray Solution USP, 0.01% is a synthetic analogue of the natural pituitary hormone 8-arginine vasopressin (ADH), an antidiuretic hormone affecting renal water conservation. The structural formula for the active ingredient is:Mol. w...
Active IngredientDesmopressin acetate
Dosage FormInjectable; Spray, metered; Tablet; Solution
RouteNasal; oral; Injection; Oral
Strength0.01mg/spray; 0.004mg/ml; 0.2mg; 0.01%; 0.1mg
Market StatusTentative Approval; Prescription
CompanyMylan Pharms; Glenmark Generics; Teva Pharms; Hospira; Actavis Labs Fl; Apotex; Bausch And Lomb; Sun Pharm Inds; Teva Pharms Usa; Ferring

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antidiuretic Agents

Agents that reduce the excretion of URINE, most notably the octapeptide VASOPRESSINS. (See all compounds classified as Antidiuretic Agents.)


Hemostatics

Agents acting to arrest the flow of blood. Absorbable hemostatics arrest bleeding either by the formation of an artificial clot or by providing a mechanical matrix that facilitates clotting when applied directly to the bleeding surface. These agents function more at the capillary level and are not effective at stemming arterial or venous bleeding under any significant intravascular pressure. (See all compounds classified as Hemostatics.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Increased Coagulation Factor VIII Activity [PE]; Increased Coagulation Factor VIII Concentration [PE]; Vasopressin Analog [EPC]; Vasopressins [CS]; Factor VIII Activator [EPC]
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