B-4

Group B-4 化学構造　(Chemical Structure)

● Benzyl alcohol （ベンジルアルコール）
　　　 CAS: 100-51-6 　Food/Industry 　 MW: 108.14

AM Sal. Max (?)
□

1)

CA CHL/IU Max ( 2.0 mg/ml, -S9)
□

2)

1) Ishidate MJr, et al: Natl Inst. of Hygien. Sci. (?)
2) Sofuni T. (Ed.): Data Book of Chromosomal　Aberration Test In Vitro, LIC, Tokyo (1998) (Tables in English)

● Benzyl azide 　（ベンジルアザイド） (α-Triazotoluene)
　　　 622-79-7 　Industry 　133.16

CA CHL/IU Max ( 2.0 mg/ml, -S9)
□

1)

1) Ministry of Labour, Japan; Mutagen. Test Data of Exist. Chem. Subst.; JETOC (Ed.), Suppl. (1997) (Tables in English)

● N-Benzyl -N-(benzoylaminomethyl)nitrosamine
　　　59665-06-4 　Laboratory 　 269.30

CA CHL/IU Max ( 0.06 mg/ml, -S9), 24-48h
□

1)

1) Sofuni T. (Ed.): Data Book of Chromosomal　Aberration Test In Vitro, LIC, Tokyo (1998) (Tables in English)

● Benzyl chloride（ベンジルクロリド；　塩化ベンジル） (Chloromethyl benzene)
　　　 100-44-7　　　Industry　 126.58

AM Sal. Min (＜1.2 mM/plate), ±S9
○

1, 11)

AM Sal. Min (＜2.5 mg/plate), ±S9 ○ 2)

AM Sal. Min (?), ±S9 ○ 3)

AM Sal. Min (＜4 mg/plate), ±S9 ○ 4)

SM UV4, UV5 cells Min ( 10 μg/ml), for 24h ○ 5)

SM V79 Min ( 25.1 μg/ml), for 2h ○ 6)

SM V79 Min ( 25.1 μg/ml), for 48h, -S9 ○ 7)

SM CHO Min ( 50 μg/ml), for 24h, -S9 ○ 8)

MLA L5178Y Max ( 400 μg/ml), for 3h, ±S9 □ 9)

MY Yeast, JDI Min (＜500 μg/ml), for 18h, ±S9 ○ 10)

CA CHO Min ( 35.0 μg/ml), for 24h, -S9
○

8)

CA Rat/RL4 cells Min ( 30.0 μg/ml), for 24h, -S9 ○ 12)

CA Hum. lym. Max ( 10 μg/ml), for 48h, -S9 □ 13)

CA Hum. lym. Max ( 25 μg/ml), for 48h, -S9 □ 14)

CA CHL/IU Min ( 0.04 mg/ml, -S9), 24h; D20=0.04 ○ 15)

MN Syr. ham. SHE Min ( 0.1%), for 5h, ±S9
○

16)

SCE CHO Min ( 100μg/ml, -S9), 24h
○

8)

SCE Hum. lym. Min ( 10.0 μg/ml, -S9), for 24h;
○

17)

UDS HeLa S3 Min ( 10^-2 M, -S9) for 2.5h
○

18)

CT C3H/10T1/2 Max ( 20 μg/ml, ±S9), for 24h □ 19)

CT Syr. ham. BHK Min (?) △ 20)

SLRLv Drosophila Min ( 2.0 mM), fed, for 44d ○ 21)

MNv Mice Max ( 400 mg/kg), or, for 24h
□

14)

MNv Mice Max ( 2 g/kg), sc
□

22)

MNv Mice Max ( 600 mg/kg), ip, for 24h □ 23)

SPA Mice Max ( 500 mg/kg/d), ip/sc, for 5d □ 24)

1) Hemminiki K., et al., Toxicol., 3, 203-207 (1983)
2) Venitt S., et al., Mutation Res., 100, 39-43 (1982)
3) Eder E., et al., Chem. Biol. Interact., 38, 303-315 (1982)
4) Brooks TM & Gonzalez LP, Mutation Res., 100, 61-64 (1982)
5) Hoy CA., et al., Mutation Res., 130, 321-332 (1984)
6) Lee CG & Webber TD., Mutation Res., 100, 245-248 (1982)
7) Mirzayans F., et al., Mutation Res., 100, 239-244 (1982)
8) Phillips BJ & James TEB., Mutation Res., 100, 263-269 (1982)
9) Ross CA & McGregor DS, Mutation Res., 100, 248-251 (1982)
10) Wilcox P & Parry JM, Mutation Res., 100, 163-168 (1982)
11) Ministry of Labour, Japan; Mutagen. Test Data of Exist. Chem. Subst.; JETOC (Ed.) (1996 & 1997) (Tables in English)
12) Malallah G., et al., Mutation Res., 100, 279-282 (1982)
13) Kirkland DJ., et al., Mutation Res., 100, 297-299 (1982)
14) Hartley-Asp B, Mutation Res., 100, 373-374 (1982)
15) Ministry of Labour, Japan; Mutagen. Test Data of Exist. Chem. Subst.; JETOC (Ed.) Suppl., (1997) (Tables in English)
16) Schmuck G., et al., Mutation Res., 203, 397-404 (1988)
17) Kirkland DJ., et al., Mutation Res., 100, 301-304 (1982)
18) Schiffmann D., et al., Cancer Lett., 20, 263-269 (1983)
19) Poole A & McGregor DB, Mutation Res., 100, 219-221 (1982)
20) Dehnel Jm., et al., Mutation Res., 100, 223-318 (1982)
21) Fahmy MJ & Fahmy OG, Mutation Res., 100, 339-344 (1982)
22) Scott K & Topham JC, Mutation Res., 100, 365-371(1982)
23) Danford N & Parry JM., Mutation Res., 100, 353-356 (1982)
24) Scott K & Topham JC, Mutation Res., 100, 345-350(1982)

US-NTP Genotoxicity Screening:
○　Ames Test :　○ｗ
○　MLA Test: ○
○　CA Test with CHO cells:　○
○　SCE Test with CHO Cells: 　○
　　
IARC Carcinogenicity Criteria: Group 2B (Possibly carcinogenic to humans)

(【Note】 (Cited from IARC Monographs, Suppl. 6, 1987)

　No data were available on the genetic and related effects of benzyl chloride in humans.
　It did not induce MNs in mice treated in vivo. It induced DNA strand breaks but not UDS or CAs in cultured human cells,; conflicting results were obtained for the induction of SCEs. It induced SCEs, CAs, mutation and DNA strand breaks in cultured rodent cells. It induced somatic and SLRL mutations in Drosophila and mitotic recombination, gene conversion, mutation and DNA damage in fungi. Benzyl It induced mutation and DNA damage in bacteria. (IARC Monographs, 11, 217, 1976; 29, 49, 1982):

● Benzyl cyanide　（シアン化ベンジル）
　　　140-29-4　 Agriculture 　 288.35

AM Sal. Max (?)
□

1)

CA CHL/IU Max ( 1.0 mg/ml, +S9), 6-18h
△

2)

1) Ishidate MJr, et al:: Natl Inst. of Hygien. Sci. (?)
2) Sofuni T. (Ed.): Data Book of Chromosomal　Aberration Test In Vitro LIC, Tokyo (1998) (Tables in English)

● S-Benzyl diisopropyl phoshorothioate (IBP)
　　　26087-47-8　 Agriculture　 269.30

AM Sal. Max (?)
□

1)

CA CHL/IU Max ( 0.125 mg/ml, -S9), 24-48h
□

2)

1) Ishidate MJr, et al: : Natl Inst. of Hygien. Sci.(?)
2) Sofuni T. (Ed.): Data Book of Chromosomal　Aberration Test in Vitro, LIC, Tokyo (1998) (Tables in English)

● Benzyl-N-ethylaniline 　(Ethylbenzylaniline)
　　　　　92-59-1　　Food　　 211.31

AM Sal. Max ( 5.0 mg/plate, ±S9)
□

1)

1) Ministry of Labour, Japan; Mutagen. Test Data of Exist. Chem. Subst.; JETOC (Ed.) (1996) (Tables in English)

● Benzyl mercaptan 　(2-Mercaptotoluene)
　　　　　100-53-8　　Food　　 124.21

AM Sal./E. coli Max (313 μg/plate, ±S9)
□

1)

1) Ministry of Labour, Japan; Mutagen. Test Data of Exist. Chemical Subst..; JETOC (Ed.) Suppl (1997) (Tables in English)

● N-Benzyl-N-(propionoylaminomethyl) nitrosamine
　　　　64005-60-3　　　　　Laboratory 　 221.26

CA CHL/IU Max ( 1.0 mg/ml, -S9), 48h
△

1)

1) Sofuni T. (Ed.): Data Book of Chromosomal　Aberration Test In Vitro, LIC, Tokyo (1998) (Tables in English)

● Ｂｅｎｚｙｌｔｒｉｍｅｔｈｙｌａｍｍｏｎｉｕｍ　ｃｈｌｏｒｉｄｅ #　（ベンジルメチルアンモニウム塩酸）
56-93-9 Industry 185.70

AM Sal /E. coli Max ( 5.0 mg/plate, ±S9)
□

1)

CA CHL/IU Max ( 1.9 mg/ml, +S9), 6-18h
△

1)

1) Ministry of Labour, Japan;: Tox. Test. Rep. Environ. Chem., Vol. 4, pp33 (1996) (Tables in English)

● Bergamot oil （ベルガモト油）
　　8007-75-8 Food/Natural

CA CHL/IU Max ( 0.4 mg/ml, ±S9)
□

1)

1) Sofuni T. (Ed.): Data Book of Chromosomal　Aberration Test In Vitro, LIC, Tokyo (1998) (Tables in English)

● Bialaphos （ハービエース）
　　71048-99-2 　Herbicide 　 345.27

REC B. subtilis Max ( 2 mg/disk)
□

1)

AM Sal./E. coli Max ( 0.5 μg/plate)
□

1)

CA CHL/IU Max ( 43 mg/ml, +S9)　 □
1)

1) Meiji Seika Co. Ltd.: J. of Pesticide Sci.,12, 347-351(1987)

● Biphenyl （ビフェニール）　(Diphenyl；　フェニールベンゼン）
　　　92-52-4　　Industry/Food　 154.21

AM Sal./E. coli Max (0.25 mg/pl, ±S9)
□

1, 5)

AM E. coli Max (?), ±S9 □ 6)

AM Sal. Max (?), ±S9 □ 6, 7, 8 )

AM Sal. Min (?) ○ 9)

CA CHL/IU Min (0.015mg/ml, +S9), 6-18h; D20= 0.014; TR= 2100)
◎

2)

CA/ SCE Don Max ( 10^-3M)
□

3)

CA CHL Min ( 0.02 mg/ml, +S9) ○ 6)

SCE CHL Min ( 0.1 mmol/l, +S9) ○ 10)

MLA L5178Y Min ( 0.061mg/ml, +S9 ○ 6)

UDS Rat hepatocytes Max ( 0.15 mg/ml) □ 6)

CT Sy.Ham.
(BHK 2) Max (?), -S9
□

4)

UDSv Rats Min (?), for 4 w., or ○ 10)

CAv Rats, BM Max ( 50 ppm, 7h/d. for 5 d. for 30 d.), ih □ 11)

1) Ishidate M Jr.: Fd, Chem. Toxicol., 22, 623-634 (1984)
2) Ishidate MJr.(Ed.): Data Book, Chromosomal Aberration Test in vitro　LIC, Tokyo/Elsevier, Amsterdam (1988)
3) Abe S. & Sasaki M.: J. Natl Cancer Inst., 58, 1635-1641 (1977)
4) Style JA.: Bri. J. Cancer, 37, 931-936 (1978)
5) Ministry of Labour, Japan; Mutagen. Test Data of Exist. Chem. Subst.; JETOC (Ed.) (1996) (Tables in English)
6) BUA Report, 50 (1990)
7) Hazardous Subst. Data Bank (HSDS), U.S. Natl Library Medicine (1996)
8) ECDIN (Environ. Chem. Data Inform. Net Work), Data Bank, EU (1998)
9) Mutation Res., 281, 151-156 (1992)
10) Registry of Toxic Effects of Chem. Subst. (RTECS) , US NIOSH (1996)
11) BUA Report, 133, Suppl. Rep., II (1996)

US-NTP Genotoxicity Screening:
○　Ames Test :　□

【Note】 (Sited from CICADS Documents, 6, 1999)

In vitro studies with bacteria have yielded no evidence of mutagenic potential for biphenyl, whereas gene mutation and mitotic recombination were observed with Saccharomyces cerevisiae D7 in the presence or absence of metabolic activation. However, no gene conversion was observed with S. cerevisiae D3. Testing in mammalian cells has produced positive results for gene mutations and clastogenicity in the presence of metabolic activation and negative results in the absence of metabolic activation. In an in vivo rat cytogenetic assay of bone marrow cells, the incidence of chromosomal aberrations was not increased (no further information available) (Kawachi et al., 1980). The exposure by inhalation of male Sprague-Dawley rats to 64 or 320 mg biphenyl/m³ (as dust aerosol) for 7 h/day, 5 days/week, for 30 days (20 exposures in total) reportedly did not increase the frequency of chromosomal aberrations in the bone marrow (Dow Chemical Co., 1976). However, owing to insufficient documentation (i.e. no data available concerning dust particle size distribution or cell harvesting times) and the low number of metaphase cells examined (i.e. 50 cells per animal), the validity of this study cannot be ascertained. The results of in vitro studies indicate that biphenyl has mutagenic potential; in the absence of reassurance from reliable results from in vivo tests, it is assumed that exposure to biphenyl may be associated with a mutagenic risk.

References
・Kawachi T, Yahagi T, Kada T, Tazima Y, Ishidate M, Sasaki M, Sugiyama T (1980) Cooperative programme on short-term assays for carcinogenicity in Japan. In: Montesano R, Bartsch H, Tomatis L, eds. Molecular and cellular aspects of carcinogen screening tests. Lyon, International Agency for Research on Cancer, pp. 323-330 (IARC Scientific Publications No. 27).
・Dow Chemical Co. (1976) Cytogenetic effects of diphenyl-99 on rat bone marrow cells (EPA Document I.D.: 878213726, received 1983) [cited in BUA, 1994].

●Top Page　（トップページ）

●Abbreviation 　（省略記号）　

●Mutagenicity （変異原性）

●Test Systems　(試験法の種類）

●Technical Problems　（技術的問題点）

●List of　Compounds（化合物リスト）

●Evaluation of Results　（試験結果の評価）

AM	Sal.	Min (＜1.2 mM/plate), ±S9	○	1, 11)
AM	Sal.	Min (＜2.5 mg/plate), ±S9	○	2)
AM	Sal.	Min (?), ±S9	○	3)
AM	Sal.	Min (＜4 mg/plate), ±S9	○	4)
SM	UV4, UV5 cells	Min ( 10 μg/ml), for 24h	○	5)
SM	V79	Min ( 25.1 μg/ml), for 2h	○	6)
SM	V79	Min ( 25.1 μg/ml), for 48h, -S9	○	7)
SM	CHO	Min ( 50 μg/ml), for 24h, -S9	○	8)
MLA	L5178Y	Max ( 400 μg/ml), for 3h, ±S9	□	9)
MY	Yeast, JDI	Min (＜500 μg/ml), for 18h, ±S9	○	10)
CA	CHO	Min ( 35.0 μg/ml), for 24h, -S9	○	8)
CA	Rat/RL4 cells	Min ( 30.0 μg/ml), for 24h, -S9	○	12)
CA	Hum. lym.	Max ( 10 μg/ml), for 48h, -S9	□	13)
CA	Hum. lym.	Max ( 25 μg/ml), for 48h, -S9	□	14)
CA	CHL/IU	Min ( 0.04 mg/ml, -S9), 24h; D20=0.04	○	15)
MN	Syr. ham. SHE	Min ( 0.1%), for 5h, ±S9	○	16)
SCE	CHO	Min ( 100μg/ml, -S9), 24h	○	8)
SCE	Hum. lym.	Min ( 10.0 μg/ml, -S9), for 24h;	○	17)
UDS	HeLa S3	Min ( 10^-2 M, -S9) for 2.5h	○	18)
CT	C3H/10T1/2	Max ( 20 μg/ml, ±S9), for 24h	□	19)
CT	Syr. ham. BHK	Min (?)	△	20)
SLRLv	Drosophila	Min ( 2.0 mM), fed, for 44d	○	21)
MNv	Mice	Max ( 400 mg/kg), or, for 24h	□	14)
MNv	Mice	Max ( 2 g/kg), sc	□	22)
MNv	Mice	Max ( 600 mg/kg), ip, for 24h	□	23)
SPA	Mice	Max ( 500 mg/kg/d), ip/sc, for 5d	□	24)

AM	Sal.	Max (?)	□	1)
CA	CHL/IU	Max ( 1.0 mg/ml, +S9), 6-18h	△	2)

AM	Sal /E. coli	Max ( 5.0 mg/plate, ±S9)	□	1)
CA	CHL/IU	Max ( 1.9 mg/ml, +S9), 6-18h	△	1)

REC	B. subtilis	Max ( 2 mg/disk)	□	1)
AM	Sal./E. coli	Max ( 0.5 μg/plate)	□	1)
CA	CHL/IU	Max ( 43 mg/ml, +S9)	□	1)

AM	Sal./E. coli	Max (0.25 mg/pl, ±S9)	□	1, 5)
AM	E. coli	Max (?), ±S9	□	6)
AM	Sal.	Max (?), ±S9	□	6, 7, 8 )
AM	Sal.	Min (?)	○	9)
CA	CHL/IU	Min (0.015mg/ml, +S9), 6-18h; D20= 0.014; TR= 2100)	◎	2)
CA/ SCE	Don	Max ( 10^-3M)	□	3)
CA	CHL	Min ( 0.02 mg/ml, +S9)	○	6)
SCE	CHL	Min ( 0.1 mmol/l, +S9)	○	10)
MLA	L5178Y	Min ( 0.061mg/ml, +S9	○	6)
UDS	Rat hepatocytes	Max ( 0.15 mg/ml)	□	6)
CT	Sy.Ham. (BHK 2)	Max (?), -S9	□	4)
UDSv	Rats	Min (?), for 4 w., or	○	10)
CAv	Rats, BM	Max ( 50 ppm, 7h/d. for 5 d. for 30 d.), ih	□	11)