Group D-5

化学構造　(Chemical Structure)

● Dichloromethane （ジクロロメタン）
　　　　CAS：75-09-2　Industry　 MW: 84.93

AM	Sal.	Min ( 1.0 mg/plate, ±Ｓ9) ;　spa=1.9	○w	1)
CA	CHL/IU	Max ( 8.0 mg/ml, ±MＳ9), 6-18h	□	2)
MN	Mice (CD-1)	Max ( 1720 mg/kg, ip)	□	3)

１）Ishidate MJr (Ed): Data Book for Mutagenicity in Bacteria, LIC/Tokyo (1991) (Tables in English)
2) Sofuni T. (Ed.): Data Book of Chromosomal Aberration Test In Vitro LIC, Tokyo (1998)   (Tables in English)
3) Morita T. et al., Mutation Res., 329, 3-122 (1997)

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

No data were available on the genetic and related effects of this compound in humans. 　　It did not induce CAs in bone-marrow cells of rats or MNs in mice treated in vivo. UDS was not induced in human cells in vitro. It induced transformation of virus-infected Fischer rat and Syrian hamster embryo cells. It induced CAs, but not mutation or DNA damage, in rodent cells in vitro; conflicting results were reported for the induction of SCEs in Chinese hamster cells. It induced SLRL mutations in Drosophila. It mutagenic to plants and induced mutaion, mitotic recombination and gene conversion in Saccharomyces cerevisiae under conditions in which endogenous levels of cytochrome P450 were enhanced. It was mutagenic to bacteria. (IARC Monographs, 20, 449; 41, 43)

AM	Sal../E. coli	Max ( 1.0 mg/Plate, ±Ｓ9;	□	1)
CA	CHL/IU	Max ( 0.09 mg/ml, ±Ｓ9), 6-18h	□	1)

１） Chem. Invest. Promot. Com.:　Toxi.Test. Rep. of Environ. Chem., Vol. 1 (1994)

● 2,3-Dichloro-1,4-naphthoquinone +
        117-80-6　Industry　 227.05

AM

Sal./E. coli

Max ( 5 mg/p;ate, ±S9)

□

1)

1) Ministry of Labor, Japan: Mutagenicity Test Data of Exist. Chem. Subst. JETOC (Ed.), p.104 (1996) (Tables in English)

● 1,2-Dichloro-3-nitrobenzene （１，２−ジクロロ−３−ニトロベンゼン）
　　　　 3209-22-1　Industry　 192.00

CA

CHL/IU

Min ( 0.12 mg/ml, -Ｓ9), 48h; (Also poly.)

○w

2)

１） Chem. Invest. Promot. Com.:　Toxi.Test. Rep. of Environ. Chem., Vol. 1 (1994)

● 1,2-Dichloro-4-nitrobenzene （１，２-ジクロロ-4-ニトロベンゼン）
　　　　99-54-7　  Industry　  192.00

AM	Sal../E. coli	Min ( 0.0195 mg/plate, +Ｓ9) spa=1.1 x 104	◎	1)
CA	CHL/IU	Min ( 0.08 mg/ml, +S9), 6-18h; D20= 0.085; TR= 220	◎	2)

1) Ministry of Labour, Japan: Mutagenicity Test Data of Exist. Chem. Subst. JETOC (Ed.), Suppl. 3, pp. 140 (2005) (Tables in English)
2) Ministry of Labour, Japan: Mutagenicity Test Data of Exist. Chem. Subst. JETOC (Ed.), Suppl. 3, pp. 230 (2005) (Tables in English)

● 1,4-Dichloro-2-nitrobenzene （１，４-ジクロロ-２-ニトロベンゼンン）
　　　　89-61-2　Industry　 192.00

AM	Sal.	Min ( 0.07813 mg/plate, -Ｓ9)	○	1, 10)
AM	Sal./E. coli	Min ( 0.07813 mg/plate, -Ｓ9)	○	2)
CA	CHL/IU	Min ( 0.094 mg/ml, +Ｓ9)	○	1)
CA	CHL/IU	Min ( 0.094 mg/ml, +Ｓ9)	○	3)
AM	Sal.	Min ( 1.6 mg/plate, -Ｓ9)	○	4)
AM	Sal.	Max( 5 mg/plate, ±Ｓ9)	□	5)
SM	V79	Max ( 0.25 mg/ml, ±Ｓ9)	□	6)
CA	CHL/IU	Max ( 0.094 mg/ml, ±Ｓ9)	□	7)
UM	Sal.	Min ( 1 mg/ml,  -Ｓ9), 2h	○	8)
UM	Sal.	Max ( 0.01 mg/ml, ±Ｓ9), 4h	□	9)

１） Chem. Invest. Promot. Com.:　Toxi. Test. Rep. of Environ. Chem., Vol. 3 (1996)　
2) Ministry of Labour, Japan: Mutagenicity Test Data of Exist. Chem. Subst. JETOC (Ed.), pp. 181 (1996) (Tables in English)
3) Ministry of Labor, Japan: Mutagenicity Test Data of Exist. Chem. Subst. JETOC (Ed.), pp. 452 (1996) (Tables in English)
4) Shimizu M., et al., Mutation Res., 116, 217-238 (1983)
5) Kawai A., et al., Jpn j. Indust. Health., 29., 34-54 (1987)
6) Muller W., Bericht Nr. 89.0824, Hoechst A4 Frankfurt (Main), 1-23 (1989)
7) Kusakabe H., et al, Hatano Res. Inst. (Kanagawa, Japan), 2402 (2002)
8) Jin ZC & Qian J., Mutation Res., 264, 1-5 (1991)
9) Ono Y., et al., Water Sci. Technol., 26, 61-69 (1992)
10) Registry of Toxic Effects of Chemical Substances (RTECS), US NIOSH (1996)

● 2,4-Dichloronitrobenzene （２，４-ジクロロニトロベンゼン）
　　　　611-06-3　Industry　 192.00

CA

CHL/IU

Max ( 0.14 mg/ml, ±Ｓ9), 6-18h

□

1 2)

１） Chem. Invest. Promot. Com.:　Toxi.Test. Rep. of Environ. Chem., Vol. 3 (1996)
　　
● 1,1-Dichloro-1-nitroethane （1,1-ジクロロ-1-ニトロエタン）
　　　 594-72-9　 Industry 143.96

   US-NTP Genotoxicity Screening：
  ○　Ames Test: (±S9)：　○

● 2,4-Dichlorophenol （２，４-ジクロロフェノール）　
　　　120-83-2　Medicine　　 163.00

CA

CHL/IU

Max ( 0.4 mg/ml, -S9), 6-18h (with slight Poly.)

△

1)

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

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

No data were available on the genetic and related effects of this compound in humans. 　　It did not induce UDS in rat hepatocytes in vitro or mutation in bacteria. (IARC Monographs, Suppl. 4, 88; 41, 319)

CA

CHL/IU

Max ( 5.0 mg/ml, ±S9), 6-18h

□

1)

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

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

In single studies, lymphocytes of persons occupationally exposed to this chlorophenoxy herbicides, including 2,4-D, did not show increased frequencies of SCEs or CAs. Other studies could not be assessed since workers were also exposed to other formulations. 　　2,4-D did not induce DL mutations, MNs or SCEs in rodents treated in vivo. Pure 2,4-D did not induce CAs in human lymphocytes in vitro, whereas a commercial formulation did (Mustonen, Kagas, Vuojalahti, 241, 1986); it induced SCEs and UDS in human cells in vitro. It did not induce SCEs but did induce mutation and inhibited intercellular communication in Chinese hamster cells in vitro. It induced somatic mutation in Drosophila, but conflicting results were obtained for induction of SLRL mutations; it did not induce aeuploidy. It cause CAs and was mutagenic in plants. It induced mutation, gene conversion and mitotic recombination in yeast. It was not mutagenic to bacteria or bacteriophage. The n-butyl and iso-octyl esters of 2,4-D were also not mutagenic to bacteria (Mortelmans, haworth, Speck, 157, 1984) (IARC Monographs, 15, 111)

AM	Sal..	(Sodium salt) Max (?)	□	1)
MB	S. coelicolor A3 (放線菌）	(Sodium salt) Max (?)	□	2)
MB	A.. nidurans （コウジカビ）	(Sodium salt) Max (?)	□	3)
MB	S. cerevisiae （酵母菌）	(Sodium salt) 　(Mitotic gene conversion) Max (?)	□	4)

1) Carere A, et al,: Mutation Res., 57, 277-286 (1978)
2) Sofuni T. (Ed.): Data Book of Chromosomal Aberration Test In Vitro LIC, Tokyo (1998)   (Tables in English)
3) Bignami M, et al,: Mutation Res., 46, 395-402 (1977)
4) Siebert D & Lemperle E: Mutation Res., 22, 111-120 (1974)

● Dichlorotetrafluoroethane (CFC-114)
　　　76-14-2 　Industry 170.92

AM

Sal.

Max (?)

□

1)

1) IPCS: Environ. health Criteria, 13, WHO/IPCS (1990)

● 1,2-Dichloro-4-(trifluoromethyl) benzene  （1,2-ジクロロ-4-（トリフルオロメチル）ベンゼン）
　　　328-84-7 　Industry   215.00

AM

Sal.

Max (1.25 mg/p;ate, ±S9)

□

1)

1) Ministry of Labour, Japan: Mutagenicity Test Data of Exist. Chem. Subst. JETOC (Ed.), Suppl. 3, pp. 132 (2005) (Tables in English)

● 2,6-Dichlorotoluene （2,6-ジクロロトルエン）
　　　　 118-69-4　Industry　 161.03

AM	Sal.	Max ( 0.6 mg/plate, ±Ｓ9)	□	1)
CA	CHL/IU	Max ( 0.096 mg/ml, ±Ｓ9)	□	1)

１）Ministry of Health, Labour & Welfare, Japan (Ed): Toxicity Testing Reports of Environ. Chemicals, Vol. 9 (2002) (Tables in English)

● 2,2-Dichlorovinyl dimethyl phophate (Dichlorvos ; DDVP)
　　 62-73-7 　Insecticide 　 220.98

AM	E. coli	Min ( ? )	○	1)
AM	Sal.	Min ( 5 mg/plate, -S9)	○	9)
AM	Sal.	Min ( ? )	○	2)
MB	A. nidulans (コウジカビ）	Min ( 14-28 mg/plate)	○	3)
MB	E. coli	Min ( 5 mg/L)	○	4)
REC	B. sub.	Min ( 0.02 ml of 10% solution, -S9)	○	11)
YM	Yeast	Min ( 19 mM)	○	4)
YM	Yeast	Min ( 40 mmol/L, -S9)	○	12)
SLRLv	Drosophila	Max ( ? )	□	6)
SLRLv	Drosophila	Max (0.09 mg/kg, fed)	□	17)
CA	CHL/IU	Min ( 0.125 mg/ml, -S9), 48h: 　D20= 0.13; TR= 80	○	5)
CA	Hum. lym.	Min ( 40 mg/L )	□	13)
CT	Syr. ham.	Min ( 0.45 mmol/L, -S9)	○	14)
SCE	CHO	Min ( 0.5 mmol/L, -S9)	○	15)
DNA	E. coli	Min ( 2 mg/ml )	○	16)
DLv	Mice	Max ( 4.8μｇ/l, po/ih) for 4 weeks	□	7)
DLv	Mice	Max ( 10 mg/kg, ip)	□	20)
CAv	Mice, BM	Max ( 0.015 mg/kg/day x 2, or)	□	18)
SCE	Mice, BM	Max ( 35 mg/kg, ip)	□	21)
MNv	Mice, BM	Max ( 0.015 mg/kg/day x 2, ip)	□	19)
SPA	Mice	Min ( 7.5 mg/ml,　±MS9),  6-18h:	○	8)

1) Bridges BA., et al.: Mutation Res., 19, 295-303(1973)
2) Carere A., et al.: Mutation Res., 57, 277-286 (1978)
3) Bignami M., et al. :Mutation Res., 46, 395-402 (1977)
4) Fahrig R.: IARC, Sci. Pub., 10m 161-181 (1974)
5) Ｉｓｈｉｄａｔｅ ＭＪｒ. （Ｅｄ）： Ｄａｔａ Ｂｏｏｋ, Ｃｈｒｏｍｏｓｏｍａｌ Ａｂｅｒｒａｔｉｏｎ Ｔｅｓｔ in vitro: LIC, Tokyo/Elsevier, Amsterdam (1988)
6) Sobels FH. & Todd K.: Mutation Res., 67, 89-92 (1979)
7) Dean BJ. & Blair D.: Mutation Res., 40, 67-72 (1976)
8) Wyrobek A., et al.: Proc. Natl Acad. Sci. (USA), 72, 4425-4429 (1975)
9) Moriya M., et al., Mutation Res., 116, 185-216 (1983)
10) Green MHL, et al., Mutation Res., 38, 33-42 (1976)
11) Shirasu Y., et al., Mutation Res., 40, 19-30 (1976)
12) Dean BJ et al., Arch Toxicol., 30, 61-66 (1972)
13) Dean BJ.,, Arch Toxicol., 30, 67-74 (1972)
14) Hatch GG., et al., Environ. Mutagen., 8, 515-531 (1986)
15) Tezuka H., et al., Mutation Res., 78, 177-191 (1980)
16) Rosenkranz HS., Canser Res., 33, 458-459 (1973)
17) Kramers PGN & Knaap AGAC, Mutation Res., 57, 103-105 (1978)
18) Paik SG & Lee SY, Korian J. Zool., 20, 19-28 (1977)
19) Dean BJ & Thorpe E, Arch Toxicol., 30, 39-49 (1972)
20) Epstein SS,  et al., toxicol. Appl. Pharmacol, 23, 288-325 (1972)
21) Klingerman AD, et al., Mutation Res., 157, 181-187 (1985)
　　　　
IARC Criteria for Carcinogenicity：　　
Group 2B 　（2003）

● Diclomezine (モンガード）
　　　 62865-36-5　 Pesticide 255.11

REC	B. subtilis	Max ( 3.0 mg/disk)	□	1)
AM	Sal../E. coli	Max ( 3.0 mg/plate, ±S9)	□	1)
CA	CHO	Max ( 0.06 mg/ml, ±S9)	□	1)

1) Sankyo Company. Ltd., J. Pesticide Sci., 13, 625-628 (1988)