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DESMOPRESSIN DIACETATE |
| Synonyms. Demopressin acetate; Desmopressin acetate; 1-Deamino-8-D-arginine-vasopressin acetate; 1-(3-Mercaptopropanoic acid)-8-D-arginine-aasopressin acetate; 1-Desamino-8-D-arginine vasopressin; Mpa-Tyr-Phe-Gln-Asn-Cys-Pro-Arg-Gly-NH2 [Disulfide Bridge: 1-6]; Desmopresina; Desmopressine; [D-Gln4]-Desmopressin ; |
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| PRODUCT IDENTIFICATION | |
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CAS RN |
16679-58-6 (parent), 62288-83-9 (acetate), 16789-98-3 (diacetate) |
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EINECS RN |
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FORMULA |
C46H 64N14O12S2 |
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MOLE WEIGHT |
1069.24 |
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H.S CODE |
2933.99.9700 |
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SMILES |
N1(CCC[C@@H]1C(=O)N[C@@H](C(NCC(N)=O)=O) CCCNC(N)=N)C([C@@H]1CSSCCC(N[C@@H](C(N[C@@H](C(=O)N[C@ @H] (CC C(=O )N)C(=O)N[C@@H](CC(N)=O)C(N1)=O)Cc1ccccc1)=O) Cc1 cc c(cc1)O )=O)=O.CC(O)=O |
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CLASSIFICATION |
Polypeptide, Antidiuretic hormone |
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EXTRA NOTES |
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. |
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| PHYSICAL AND CHEMICAL PROPERTIES | |
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PHYSICAL STATE. |
white powder |
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MELTING POINT |
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BOILING POINT |
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DENSITY |
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SOLUBILITY IN WATER |
Soluble (soluble in 1% acetic acid) |
| SOLVENT SOLUBILITY | |
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VAPOR DENSITY |
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log P(octanol-water) |
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VAPOR PRESSURE |
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AUTOIGNITION TEMP |
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| pH |
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REFRACTIVE INDEX |
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FLASH POINT |
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| STABILITY AND REACTIVITY | |
| STABILITY | Stable under normal conditions. |
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INCOMPATIBLE MATERIALS |
Strong acids, Strong bases |
| POLYMERIZATION |
Has not been reported |
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NFPA RATINGS |
Health: 2,Flammability:0, Reactivity: 0 |
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| EXTERNAL LINKS & GENERAL DESCRIPTION | |
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Vasopressin: abbr. VP. This protein is called also Antidiuretic hormone (ADH), Adiuretin, Vasotocin, Pituitrin P and Pitressin. It is a cyclic nonapeptide (1,6 disulfide bridge) synthesized in the hypothalamus and stored in the posterior lobe of the pituitary from which it is released into the circulation as necessary. AVP has been found also in other tissues, including testis, ovary, uterus, adrenal gland, superior cervical ganglion, and thymus (Clements and Funder, 1986). The term Arginine vasopressin (Arg-Vasopressin, abbr. AVP or ARVP) refers to the presence of an arginine residue at position 8 (which can be occupied also by lysine (Lysine vasopressin, abbr. LVP); residues 3 and 4 have been shown also to be variable. Desmopressin (1-Desamino-8-D-Arginine vasopressin; abbr. DDAVP) is a synthetic analog of arginine vasopressin that is well tolerated after systemic administration. The human vasopressin gene encodes a larger protein product (termed AVP-NpII, arginine-vasopressin-neurophysin II, vasopressin-neurophysin 2-copeptin) (Sausville et al, 1985). Vasopressin is derived from exon 1 of the gene. A protein designated neurophysin or neurophysin-2 (exon 2) functions as a carrier protein (Brownstein et al, 1980). A third glycoprotein, termed copeptin, is encoded by exon 3 (Land et al, 1982; Ivell and Burbach, 1991). Mutations in the Vasopressin gene have been found in rats with hereditary diabetes insipidus (Brattleboro rats). These animals are deficient in synthesis of both arginine vasopressin and one species of neurophysin (Sunde and Sokol, 1975; Schmale et al, 1984). Mutations have been found also in human patients with familial autosomal dominant neurohypophyseal diabetes insipidus (Ito et al, 1997; Rittig et al, 1996). Ito et al (1997) have suggested that the cellular toxicity in familial neurohypophyseal diabetes insipidus may be caused by the intracellular accumulation of mutant precursor proteins. (http://www.copewithcytokines.de/) Desmopressin (1-Desamino-8-D-Arginine vasopressin; abbr. DDAVP) is a synthetic analog of arginine vasopressin. Among other things, this compound increases the expression of factor VIII and von Willebrand factor in healthy individuals, but, unlike natural vasopressin, it has little or no effect on vasoconstriction, does not increase blood pressure, and has no effect on the contraction of the uterus or gastrointestinal tract (Cash et al, 1974; Mannucci et al, 1975) (http://www.copewithcytokines.de/) Nasal desmopressin is used to control the symptoms of a certain type of diabetes insipidus ('water diabetes'; condition in which the body produces an abnormally large amount of urine). Nasal desmopressin is also used to control excessive thirst and the passage of an abnormally large amount of urine that may occur after a head injury or after certain types of surgery. One brand of desmopressin nasal spray (Stimate®) is used to stop bleeding in people who have certain bleeding disorders. Desmopressin is in a class of medications called hormones. It works by replacing vasopressin, a hormone that is normally produced in the body to help balance the amount of water and salt.(http://www.nlm.nih.gov/)
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| SALES SPECIFICATION |
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APPEARANCE |
white to slightly yellowish powder |
| IDENTIFICATION |
pass (HPLC) |
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PURITY |
98.0% min |
| AMINO ACID | ±10% (theoretical Composition) |
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RELATED SUBSTANCES |
2.0% max (total impurity), 1.0% max (Individual impurity) |
| PEPTIDE CONTENT |
80.0%
min (N determination)
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| ACETATE CONTENT |
15.0% max |
| WATER CONTENT | 6.0% max |
| OPTICAL ROTATION | -72.0° ~ -82.0°(c=1, 1% HAc) |
| BACTERIAL ENDOTOXINS | 15EU/mg max |
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| TRANSPORT & REGULATORY INFORMATION | |
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UN NO. |
Not known |
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| PACKING GROUP | |
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| SAFETY INFORMATION | |
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HAZARD OVERVIEW |
Target Organ Effect. Target Organs: Kidney, Cardiovascular system., Smooth muscle. |
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GHS |
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SIGNAL WORD |
Warning |
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PICTOGRAMS |
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HAZARD STATEMENTS |
H332 |
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P STATEMENTS |
P201-P308 + P313 |
| EC DIRECTIVES |
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| HAZARD CODES |
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RISK PHRASES |
20 |
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SAFETY PHRASES |
36 |
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| PACKING |
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