Detail of "137-07-5"

CAS Number:
137-07-5
Name:
2-Aminobenzenethiol
Molecular Structure:
Formula:
C₆H₇NS
Molecular Weight:
125.19 .
Synonyms:
NSC 106635;o-Aminobenzenethiol;o-Aminophenyl mercaptan;o-Aminothiophenol;o-Mercaptoaniline;a-Aminothiophenol;Benzenethiol,2-amino-;Benzenethiol,o-amino- (6CI,8CI);1-Amino-2-mercaptobenzene;2-Amino-1-mercaptobenzene;2-Aminophenyl mercaptan;2-Mercaptoaniline;2-Thioaniline;
EINECS:
205-277-3
Density:
1.2 g/cm³
Melting Point:
23 °C
Boiling Point:
234.9 °C at 760 mmHg
Flash Point:
95.8 °C
Solubility:
insoluble in water
Appearance:
clear yellow to amber liquid
Hazard Symbols:
C,N
Risk Codes:
22-34-50/53-37-20/21/22
Safety:
26-36/37/39-45-60-61-25-27 Details
Transport Information:
UN 1760 8/PG 3

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Reference

Cysteamine inhibition of prolactin immunoassayability and secretion: studies with aminothiophenols and other analogs: Cysteamine inhibition of prolactin immunoassayability and secretion: studies with aminothiophenols and other analogs. Jacobs, Laurence S.; Lorenson, Mary Y. (Sch. Med. Dent., Univ. Rochester, Rochester, NY 14642, USA). Endocrinology (Baltimore), 115(3), 1210-17 (English) 1984. CODEN: ENDOAO. ISSN: 0013-7227. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) Section cross-reference(s): 2 Analogs of the aminothiol cysteamine (CySH) [60-23-1] were studied to clarify the structural features required for exertion of inhibitory effects on prolactin (PRL) [9002-62-4]. The inhibited functions examd. were the detectability of PRL by RIA and the release of PRL from suspensions of isolated secretory granules. The influence on growth hormone [9002-72-6] assayability and release was also tested. The arom. compds. 2-aminothiophenol [137-07-5], 3-aminothiophenol [22948-02-3], and 4-aminothiophenol [1193-02-8] shared with CySH the ability to inhibit PRL assayability and release, but were all more potent than CySH. Derivatization of the thiol, as in 4-aminothioanisole [104-96-1], was assocd. with a substantial loss of inhibitory potency, whereas derivatization of the primary amine, as in N-dimethylaminoethanethiol [108-02-1], had no influence. Thiols such as mercaptoethanol [60-24-2], cysteine [52-90-4], glutathione [70-18-8], and others without nearby amino groups were stimulators of PRL assayability and release. The inhibitory effects of the aminothiols were highly pH dependent, being most effective at pH 5.5, 6.5, and 7.5, but modest or marginal at 8.5. After CySH exposure, inhibition was reversible in part by extn. of samples with reduced glutathione or at pH 10.5. Though CySH and 4-aminothiophenol induced changes in the electrophoretic migration of granule PRL, similar changes occurred in the migration of std. purified hormone despite the known absence of immunochem. effects. There was close quant. correlation between the potency of a compd. to inhibit PRL assayability and its potency to inhibit PRL release. Apparently, the inhibitory aminothiol action on PRL requires the thiol rather than the sulfide form and involves a reversible interaction which diminishes the immunochem. recognition of granule PRL.

Synthesis and proton NMR spectra of 2-(pyridyl-2-methyl)benzothiazole, 2,6-bis(benzothiazolyl-2-methyl)pyridine, and their salts: Synthesis and proton NMR spectra of 2-(pyridyl-2-methyl)benzothiazole, 2,6-bis(benzothiazolyl-2-methyl)pyridine, and their salts. Kornilov, M. Yu.; Ruban, E. M. 65177-30-2 are also occured in this study. (Kiev. Gos. Univ., Kiev, USSR). Ukr. Khim. Zh. (Russ. Ed.), 43(10), 1086-90 (Russian) 1977. CODEN: UKZHAU. DOCUMENT TYPE: Journal CA Section: 40 (Dyes, Fluorescent Whitening Agents, and Photosensitizers) Section cross-reference(s): 28 The title compds. I (R = H) [65177-30-2], I (R = benzothiazol-2-ylmethyl)(II) [65177-32-4], and various quaternized derivs. were prepd., but all attempts to prep. cyanine III were unsuccessful. Quaternization or normal protonation of II (from 2,6-bis(cyanomethyl)pyridine [46133-38-4] and o-aminothiophenol [137-07-5]) left the pyridine ring unaffected, although it was protonated by CF3CO2H. I (R = H) was easily methylated on both nuclei, and the colorless bisquaternary salt easily (and reversibly) lost the elements of an acid to give a bright yellow monomethine cyanine [65177-33-5]. The structures were confirmed by 60-MHz 1H NMR at 30° in CDCl3 or CF3CO2H with Me4Si as internal std. 65177-30-2 is just another one chemical used in this study. ..

Detail of "137-07-5"

2-Aminobenzenethiol

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Reference