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| CAS No.: | 113-79-1 |
|---|---|
| Name: | Argipressine |
| Molecular Structure: | |
|
|
|
| Formula: | C46H65N15O12S2 |
| Molecular Weight: | 1084.25 |
| Synonyms: | 3-(Phenylalanine)-8-arginineoxytocin;8-L-Arginine-vasopressin;AVP;Arg8-vasopressin;Arginine antidiuretic hormone;Arginine-8-vasopressin;Arginine-vasopressin;1,2-Dithia-5,8,11,14,17-pentaazacycloeicosane-10-propionamide,19-amino-13-benzyl-7-(carbamoylmethyl)-4-[2-[[1-[(carbamoylmethyl)carbamoyl]-4-guanidinobutyl]carbamoyl]-1-pyrrolidinylcarbonyl]-16-p-hydroxybenzyl-6,9,12,15,18-pentaoxo-(6CI); |
| EINECS: | 204-035-4 |
| Density: | 1.59 g/cm3 |
| Flash Point: | 113℃ |
| Appearance: | White powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 20 |
| Safety: | 36 |
| PSA: | 512.03000 |
| LogP: | 1.16100 |
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L-phenylalanine
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Fmoc-Pro-OH
- 113-79-1
cyclo(L-Cysteinyl-L-Tyrosyl-L-Phenylalanyl-L-Glutaminyl-L-Asparaginyl-L-Cysteinyl)-L-Prolyl-L-Arginyl-L-Glycinamide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 4-methyl-morpholine / 1-methyl-pyrrolidin-2-one / Automated synthesizer 1.2: 0.17 h / Automated synthesizer 2.1: oxygen / aq. buffer / 72 h / 20 °C / pH 8 View Scheme |
- 113-79-1
cyclo(L-Cysteinyl-L-Tyrosyl-L-Phenylalanyl-L-Glutaminyl-L-Asparaginyl-L-Cysteinyl)-L-Prolyl-L-Arginyl-L-Glycinamide
| Conditions | Yield |
|---|---|
| With oxygen In aq. buffer at 20℃; for 72h; pH=8; |
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Specification
1. Introduction of Argipressin
Argipressin is one kind of white powder. The IUPAC Name of Argipressin is 1-[16-Amino-4-(2-amino-2-oxoethyl)-7-(3-amino-3-oxopropyl)-10-benzyl-13-[(4-hydroxyphenyl)methyl]-3,6,9,12,15-pentaoxo-18,19-dithia-2,5,8,11,14-pentazacycloicosane-1-carbonyl]-N-[1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]pyrrolidine-2-carboxamide. The Product Categories of this chemical is Amino Acid Derivatives;Peptide;Vasopressin and Oxytocin receptor;Peptide Receptors;Intermediates & Fine Chemicals;Peptides;Pharmaceuticals. Argipressine can soluble in water or acetic acid at a concentration of ≥1mg/ml to give a clear, colorless solution.
2. Properties of Argipressine
Physical properties about Argipressine are:
(1)Index of Refraction: 1.724; (2)Molar Refractivity: 270.08 cm3; (3)Molar Volume: 680.6 cm3; (4)Surface Tension: 76.5 dyne/cm ; (5)XLogP3-AA: -4.8 ; (6)H-Bond Donor: 14; (7)H-Bond Acceptor: 16; (8)Rotatable Bond Count: 19; (9)Tautomer Count: 1001; (10)Exact Mass: 1083.437854; (11)MonoIsotopic Mass: 1083.437854; (12)Topological Polar Surface Area: 464; (13)Heavy Atom Count: 75; (14)Storage Temp.: 2-8 °C.
3. Structure Descriptors of Argipressine
(1) InChI: InChI=1S/C46H65N15O12S2.C2H4O2/c47-27-22-74-75-23-33(45(73)61-17-5-9-34(61)44(72)56-28(8-4-16-53-46(51)52)39(67)54-21-37(50)65)60-43(71)32(20-36(49)64)59-40(68)29(14-15-35(48)63)55-41(69)31(18-24-6-2-1-3-7-24)58-42(70)30(57-38(27)66)19-25-10-12-26(62)13-11-25;1-2(3)4/h1-3,6-7,10-13,27-34,62H,4-5,8-9,14-23,47H2,(H2,48,63)(H2,49,64)(H2,50,65)(H,54,67)(H,55,69)(H,56,72)(H,57,66)(H,58,70)(H,59,68)(H,60,71)(H4,51,52,53);1H3,(H,3,4);
(2) InChIKey: ZHFGXNMADRRGQP-UHFFFAOYSA-N;
(3) Canonical SMILES : CC(=O)O.C1CC(N(C1)C(=O)C2CSSCC(C(=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)N)C(=O)NC(CCCN=C(N)N)C(=O)NCC(=O)N.
4. Toxicity of Argipressine
| 1. | ivn-pig TDLo:40 ng/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 293 (2000),852. |
5. Safety information of Argipressine
Hazard Codes: 
Xn
Risk Statements: 20
R20:Harmful by inhalation.
Safety Statements: 36
S36:Wear suitable protective clothing.
WGK Germany: 3
A poison by intravenous route. When heated to decomposition it emits toxic vapors of NOx and SOx.
6. Uses of Argipressine
Argipressine, also known as vasopressin, antidiuretic hormone by the hypothalamus supraoptic nucleus and paraventricular nucleus cells, is stored in the neurohypophysis. Physiological functions in the central nervous system can adjust the intracranial pressure and brain tissue metabolism. Argipressine is an anti-diuretic vasoconstrictor and can enhance memory. Argipressine is involved in body temperature and immunomodulatory.