Detail of "32780-32-8"

CAS Number:
32780-32-8
Name:
Validamine
Molecular Structure:
Formula:
C₇H₁₅NO₄
Molecular Weight:
177.20
Synonyms:
1-Amino-1,5,6-trideoxy-5-(hydroxymethyl)-D-chiro-inositol;PT141 Acetate;(1R,2S,3S,4S,6R)-4-amino-6-(methoxymethyl)cyclohexane-1,2,3-triol;PT-141;1D-1-amino-1,5,6-trideoxy-5-(hydroxymethyl)-chiro-inositol;D-chiro-Inositol, 1-amino-1,5,6-trideoxy-5-(hydroxymethyl)-;(1R,2S,3S,4S,6R)-4-amino-6-(hydroxymethyl)cyclohexane-1,2,3-triol;D-chiro-Inositol,1-amino-1,5,6-trideoxy-5- (hydroxymethyl)-;PT141;Bremelanotide (PT-141);(1R,2S,3S,4S)-4-amino-6-(hydroxymethyl)cyclohexane-1,2,3-triol;Validamine PT 141 Acetate;Ac-Nle-Asp-His-D-Phe-Arg-Trp-Lys-OH;PT-141 (Bremelanotide);
Density:
1.434 g/cm³
Boiling Point:
345.6 °C at 760 mmHg
Flash Point:
162.8 °C

Production of valienamine and validamine: Production of valienamine and validamine. (Takeda Chemical Industries, Ltd.Several substances are used for example 38665-10-0 and 32780-32-8 which are their cas registry numbers.; Institute for Fermentation Research, Japan). Jpn. Kokai Tokkyo Koho JP 58152496 A2 10 Sep 1983 Showa, 5 pp. (Japanese). (Japan). CODEN: JKXXAF. CLASS: IC: C12P019-02; A01N063-02; C12P019-26. APPLICATION: JP 82-34923 4 Mar 1982. DOCUMENT TYPE: Patent CA Section: 16 (Fermentation and Bioindustrial Chemistry) Valienamine (I) [38231-86-6] and(or) validamine (II) [32780-32-8] are produced by treating validamycin A [37248-47-8] and(or) validoxylamine [38665-10-0] with Cytophaga heparina. Thus, the microorganism was aerobically cultured at 28° for 96 h on a medium contg. (NH4)2SO4 1, KH2PO4 0.7, K2HPO4 0.3, MgSO4 0.01 kg, 20% validamycin A 10, and water 100 L. The culture yielded 12.7 g valienamine. .

Synthetic studies on antibiotic validamycin A and related compounds: synthesis of branched-chain and unsaturated branched-chain aminocyclitols: Synthetic studies on antibiotic validamycin A and related compounds: synthesis of branched-chain and unsaturated branched-chain aminocyclitols. Ogawa, Seiichiro; Toyokuni, Tatsushi; Chida, Noritaka; Suami, Tetsuo (Fac. Sci., Keio Univ., Tokyo, Japan). Kenkyu Hokoku - Asahi Garasu Kogyo Gijutsu Shoreikai, 43, 127-33 (Japanese) 1983. CODEN: AGKGAA. ISSN: 0365-2599. DOCUMENT TYPE: Journal CA Section: 33 (Carbohydrates) Three aminocyclitols, validamine (I; R1,R2 = OH,R3 = H,R4 = NH2 ), valienamine (II; R1 = OH,R2 = NH2) and hydroxyvalidamine (I; R1,R2,R3 = OH,R4 = NH2), and their protected derivs. were prepd. from the dibromo compd I (R1 = OAc,R2,R4 = Br,R3 = H) which was obtained in 3 steps from a Diels-Alder adduct. The dibromo compd. was converted to a monobromo deriv., a tetrahydroxy deriv.Several substances with their cas registry numbers 90025-04-0 and 32780-32-8 may be metioned in this study., an isopropylidene deriv., and the azide which was reduced to III. II (R1 = OAc,R2 = NHAc) and protected valienamine IV were prepd. from the dibromo compd. via azide II (R1 = OAc,R2 = N3). I (R1,R2,R3 = OAc,R4 = NHAc) was prepd. in 8 steps from the dibromo compd. via the diacetate, the epoxide, and the azide. II, (R1 = OAc,R2 = N3) was also obtained from azide V via mesylation and DBU treatment. .