Detail of "10421-85-9"

CAS Number:
10421-85-9
Name:
Benzeneacetic acid,2-chloro-a-hydroxy-
Superlist Name:
2-Chloromandelic acid
Molecular Structure:
Formula:
C₈H₇ClO₃
Molecular Weight:
186.59
Synonyms:
DL-2-Chloromandelic acid;Mandelicacid, o-chloro- (6CI,7CI,8CI);(2-Chlorophenyl)glycolic acid;(2-Chlorophenyl)hydroxyacetic acid;(?à)-2-Hydroxy-2-(2-chlorophenyl)acetic acid;2-(2-Chlorophenyl)-2-(hydroxy)acetic acid;2-Chloro-a-hydroxybenzeneacetic acid;NSC31401;o-Chloromandelic acid;
EINECS:
233-900-9
Density:
1.468 g/cm³
Melting Point:
90-93 °C(lit.)
Boiling Point:
350.3 °C at 760 mmHg
Flash Point:
165.7 °C
Appearance:
White to pale cream crystalline powder
Hazard Symbols:
Xi
Risk Codes:
36/37/38
Safety:
24/25-36-26 Details
particular:
particular

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Relationship of molecular structure to in vivo scintigraphic distribution of carbon-11-labeled compounds: Relationship of molecular structure to in vivo scintigraphic distribution of carbon-11-labeled compounds. 4. Carbon-11-labeled mandelonitriles, mandelic acids and their esters. Winstead, Meldrum B.; Dougherty, Dennis A.; Lin, Tz-Hong; Khentigan, Archie; Lamb, James F.; Winchell, H. Saul (Bucknell Univ., Lewisburg, Pa., USA). J. Med. Chem., 21(2), 215-17 (English) 1978. CODEN: JMCMAR. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacodynamics) Section cross-reference(s): 25 Carbon 11-labeled p-methoxy- [33646-40-1], p-hydroxy- [13093-65-7] and 3,4-dihydroxymandelonitrile [51688-49-4] were prepd. from K 11CN and the appropriate benzaldehyde deriv.-bisulfite addn. product. Initial distribution of these nitriles after i.v. administration in dogs was primarily in the heart, liver, and kidneys, followed by rapid redistribution to the parotids and stomach with the hydroxy derivs. Carbon-11-labeled mandelic acid [90-64-2] and m-methyl- [65148-70-1], o-chloro- [10421-85-9], and p-chloromandelic acid [492-86-4], prepd. from the corresponding nitriles, when administered to dogs showed progressive renal excretion with activity accumulation in the bladder. Labeled Et [774-40-3] and benzylmandelate [890-98-2] showed initial accumulation in the lung with eventual excretion by the kidney.

The metabolic fate of o-chloro-: The metabolic fate of o-chloro-.alpha.-(tert-butylaminomethyl)benzyl alcohol hydrochloride (C-78). III. In vitro metabolism in rat liver. Yamamoto, Yuzuru; Nitta, Keiichi; Fujihashi, Toshiaki; Uesaka, Ikuo; Nishide, Kazunori (Fac. Pharm. Sci., Kanazawa Univ., Kanazawa, Japan). Yakugaku Zasshi, 97(3), 231-6 (Japanese) 1977. CODEN: YKKZAJ. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacodynamics) Rat liver prepns. metabolized the bronchodilating agent o-chloro-.alpha.-(tert-butylaminomethyl)-benzyl alc. hydrochloride (C-78)(I) [56776-01-3] to 4-hydroxy-C-78 [58020-43-2], 3-hydroxy-C-78 [58020-41-0], 1-(o-chlorophenyl)-1,2-ethanediol [59365-60-5], and o-chloromandelic acid [10421-85-9], as in in vivo expts. Further, 2 metabolites, 5-hydroxy-C-78 [58020-39-6] and 1-(o-chlorophenyl)-2-aminoethanol [23496-56-2] were newly found in the in vitro system. However, 4-hydroxy-5-methoxy-C-78, a major metabolite in vivo, was not detected. The microsomal fraction had all the activity for forming the metabolites in the presence of NADPH-generating system. Two types of the reaction by the microsomal fraction, ring hydroxylation (major) and cleavage of the side chain (minor), were differently affected by inhibitors, and this fact suggested that they were catalyzed by different enzyme systems.