Ddavp

Base Information

• Chemical Name: Ddavp
• CAS No.: 16679-58-6
• Molecular Formula: C₄₆H₆₄N₁₄O₁₂S₂
• Molecular Weight: 1069.23
• Hs Code.: 2937190090
• European Community (EC) Number: 240-726-7
• Wikipedia: Desmopressin
• NCI Thesaurus Code: C47475,C61701
• RXCUI: 3251,42634
• ChEMBL ID: CHEMBL264448
• Mol file: 16679-58-6.mol

Synonyms:1-Deamino-8-D-arginine Vasopressin;1-Desamino-8-arginine Vasopressin;Acetate, Desmopressin;Adiuretin;Adiuretin SD;Apo-Desmopressin;Arginine Vasopressin, Deamino;DDAVP;Deamino Arginine Vasopressin;Desmogalen;Desmopressin;Desmopressin Acetate;Desmopressin Monoacetate;Desmopressin Monoacetate, Trihydrate;Desmopressine Ferring;Desmospray;Desmotabs;Ferring, Desmopressine;Minirin;Minurin;Monoacetate, Desmopressin;Monoacetate, Trihydrate Desmopressin;Nocutil;Octim;Octostim;Trihydrate Desmopressin Monoacetate;Vasopressin, 1-Deamino-8-D-arginine;Vasopressin, 1-Desamino-8-arginine;Vasopressin, Deamino Arginine

Chemical Property of Ddavp

Chemical Property:

• Refractive Index: 1.713
• PKA: 9.90±0.15(Predicted)
• PSA: 486.01000
• Density: 1.563 g/cm³
• LogP: 1.52350
• Storage Temp.: Store at 0°C
• Solubility.: H2O: soluble20mg/mL, clear, colorless
• XLogP3: -4
• Hydrogen Bond Donor Count: 13
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 19
• Exact Mass: 1068.42695588
• Heavy Atom Count: 74
• Complexity: 2040

Purity/Quality:

98% ^*data from raw suppliers

Desmopressin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: 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
• Recent ClinicalTrials: Genetic Factors of the Desmopressin Response in Carriers of Hemophilia A
• Recent EU Clinical Trials: Safety Outcomes Post kidney Biopsy – randomized Clinical Evaluation of Efficacy of Desmopressin
• Recent NIPH Clinical Trials: Electroencephalography-based investigation of the effects of oral desmopressin on improving slow-wave sleep time in nocturnal polyuria patients
• Description: Desmopressin (Brand name: DDAVP) is an artificial derivative of vasopressin, being similar to the antidiuretic hormone (ADH) that naturally produced in the body. It is used for the treatment of diabetes insipidus, bedwetting, hemophilia A, von Willebrand disease and high blood urea levels. It is capable of increasing the water permeability in the renal tubular cells, further increasing the urine concentration and decreasing the urine production. Therefore, it can be used to prevent and control severe thirst, urination and dehydration caused by various kinds of reasons including injury, surgery and certain medical condition. This help you sleep throughout the night without being awaken by urinate.
• Uses: Antidiuretic. [deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate was used to study the impact of vasopressin on pendrin abundance. E3 ubiquitin (Ub)-protein ligases (E3s) was administered in rat kidney and the changes in protein abundance of the selected E3s in response to [deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate was examined.
• Therapeutic Function: Antidiuretic
• Clinical Use: Diabetes insipidusNocturnal enuresisNocturia due to idiopathic nocturnal polyuriaPost-biopsy bleeding (unlicensed indication)Pre-biopsy prophylaxis (unlicensed indication)
• Drug interactions: Potentially hazardous interactions with other drugsNone known

Technology Process of Ddavp

There total 2 articles about Ddavp which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(1-9)-NH2DDAVP → desmopressin (113-81-5,16679-58-6,120600-44-4,120600-45-5,135247-92-6,146556-44-7)

Guidance literature:

With iodine; acetic acid; In ethanol; water; at 26 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.oprd.5b00103

Reference yield:

Mpa(Bzl)-Tyr(Bzl)-Phe-Gln-Asn-Cys(Bzl)-Pro-D-Arg(TOS)-Gly-NH2 (58928-35-1) → desmopressin (113-81-5,16679-58-6,120600-44-4,120600-45-5,135247-92-6,146556-44-7)

Guidance literature:

With ammonia; sodium; potassium hexacyanoferrate(III); Multistep reaction; 2) H₂O, pH= 6.7-7.0;

Reference yield:

desmopressin (113-81-5,16679-58-6,120600-44-4,120600-45-5,135247-92-6,146556-44-7) → deamino-[Cys1,D-Arg8]vasopressin

Guidance literature:

With diothiothreitol; In phosphate buffer; at 37 ℃; for 0.5h;

DOI:10.1023/A:1018929312715

upstream raw materials:

Mpa(Bzl)-Tyr(Bzl)-Phe-Gln-Asn-Cys(Bzl)-Pro-D-Arg(TOS)-Gly-NH₂

Refernces

• 1、 Balaspiri,Toth,Toth,et al.. "Synthesis and biological activities of some known arginine-vasopressin (AVP) analogues as precursors of tritiated derivatives". . p. 223 - 229. Retrieved 2007/10/02.